-
Hiroshi Sakaguchi
1989 Volume 18 Issue 10 Pages
1691-1694
Published: 1989
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Gel/liquid crystal phase transition of concentrated water suspension of L-α-dipalmitoylphosphatidic acid was examined by using differential scanning calorimeter. During the cooling process, very sharp exothermic curve was obtained compared with endothermic one during the heating process. This sharp peak is a good evidence of high cooperativity among alkyl chains of lipid molecules during the transition from liquid crystalline phase to gel phase.
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Hiroshi Sato, Akemi Sakamoto, Kenichi Hirose, Kazuhiro Chikaishi
1989 Volume 18 Issue 10 Pages
1695-1698
Published: 1989
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The external surface area of ZSM-5 zeolite obtained by the benzene filled-pore method is smaller than that by the electron micrograph method when the crystalline diameter is smaller than 0.3μm. On the other hand, the surface area of ZSM-5 which contains template in its intra-crystalline micro-pores agrees well with the external surface area of calcined ZSM-5 obtained by the electron micrograph method in a whole range of crystalline diameters.
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Tatsumi Ishihara, Hideharu Iwakuni, Koichi Eguchi, Hiromichi Arai
1989 Volume 18 Issue 10 Pages
1699-1702
Published: 1989
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The mechanical mixtures of Co–Ni/MnO–ZrO
2 and zeolite were used as catalysts for the selective synthesis of gasoline by CO hydrogenation. Formation of branched-paraffins was promoted but that of higher hydrocarbons than carbon number of 10 was suppressed by combination with zeolite. The product distribution strongly depended on the type of zeolite catalyst. The combination of Co–Ni/MnO–ZrO
2 with PtH-pentasil zeolite was very active for the formation of gasoline with high octane number.
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Shigeru Futamura, Yoshio Kamiya
1989 Volume 18 Issue 10 Pages
1703-1706
Published: 1989
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Photooxidation of triphenylcarbenium ion in the presence of an electron donor affords bis(triphenylmethyl) peroxide via one electron transfer from the electron donor to the excited singlet state of triphenylcarbenium ion.
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Yutaka Ikushima, Norio Saito, Kiyotaka Hatakeda, Shota Ito, Tomio Goto
1989 Volume 18 Issue 10 Pages
1707-1710
Published: 1989
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On-line SFE·SFC/FTIR with a high pressure flow cell withstanding pressures as high as 50 MPa was built up to make an in situ observation at supercritical state. The extraction and separation efficiency determined by this system was correlated with a parameter derived from solubility parameter concept.
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Yasuo Hatanaka, Satoshi Fukushima, Tamejiro Hiyama
1989 Volume 18 Issue 10 Pages
1711-1714
Published: 1989
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In the presence of potassium fluoride, arylfluorosilanes readily participate in Pd-catalyzed cross-coupling reaction of aryl iodides to give the corresponding unsymmetrical biaryls in good yields.
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Hiroshi Sakaguchi, Hiroshi Nakamura, Toshihiko Nagamura, Teiichiro Oga ...
1989 Volume 18 Issue 10 Pages
1715-1718
Published: 1989
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An alternate Y type LB multilayer capable of SHG was prepared by the use of an amphiphilic ruthenium(II) tris(2,2′-bipyridine) complex. The large angular dependence of the second harmonic light intensity and the electronic absorption of the multilayer indicated that the SHG was due to MLCT transition of the ruthenium complex.
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Hitoshi Takeshita, Akira Mori, Tomohiro Nagao, Toshihiko Nagamura
1989 Volume 18 Issue 10 Pages
1719-1722
Published: 1989
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Two tetrapropyl derivatives of dicyclohepta[5,6:
b]pyrazino[2,3-
g]quinoxaline-3,11-dione and 9,11-dipropylcyclohepta[5,6]pyrazino[2,3-
b]phenazin-10-one, revealed the J-band in cone H
2SO
4. On the other hand, 2,3-diphenylcyclohepta[
b]pyrazino[2,3-
g]quinoxalin-9-one formed a non-J-aggregate, but benzo[
g]cyclohepta[
b]quinoxalin-9-one formed no aggregate. A pyrazinoquinoxaline framework is required for the aggregation.
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Fumitoshi Kawamura, Takao Tayano, Yoshitaka Satoh, Shoji Hara, Akira S ...
1989 Volume 18 Issue 10 Pages
1723-1726
Published: 1989
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The adduct formed from B-iodo-9-borabicyclo[3.3.1]nonane and ethoxyethyne reacts with α,β-unsaturated ketones under mild conditions to give δ-keto esters in excellent yields selectively.
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Eishun Tsuchida, Etsuo Hasegawa, Yuzuru Chika, Takeshi Babe, Hiroyuki ...
1989 Volume 18 Issue 10 Pages
1727-1730
Published: 1989
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Diacylgylecero-3-phosphocholine derivatives having an imidazole ligand at the terminal of an acyl-chain on the 2nd position of glycerol backbone were synthesized. The amphiphilic lignds formed lipid bilayers with phospholipids and the heme complexes gave oxygen complexes in water (pH 7.4) at 25 °C.
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Toshio Kasai, Dock Chil Che, Kazuhiko Ohashi, Keiji Kuwata
1989 Volume 18 Issue 10 Pages
1731-1732
Published: 1989
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An orientation-dependence of the CN
*(B,A-X) radical formation was observed in the reaction of Ar(
3P) with the oriented CH
3CN. The experimental results were analyzed on the basis of a hard-sphere model and gave the ratio of reaction cross sections of σ
h (heads configuration)/σ
t (tails configuration) as 2.8 ± 1.2, showing a large stereo-anisotropy in the formation of the CN
* radicals.
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Yusaku Takita, Hisaomi Yamashita, Kenji Moritaka
1989 Volume 18 Issue 10 Pages
1733-1736
Published: 1989
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Catalytic oxidation of propane was studied over metal phosphates using propane rich feed. Oxidation reached measurable rate at 620–700 K over the catalysts. Over Cu
2P
2O
7, Ni
2P
2O
7, and LaPO
4, propene, acetaldehyde, and methanol were principal products and the sum of these selectivities reached 70–80 mol%. Maximum selectivity of acrolein, 11.5 mol%, was observed over Mn
2P
2O
7. Selectivity of propene reached 50.7 mol% over Co
2P
2O
7. Deep oxidation was dominant over Cr
4(P
2O
7)
3, (ZrO)
2P
2O
7, and CePO
4.
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Yuichi Ishikawa, Hiroaki Kuwahara, Toyoki Kunitake
1989 Volume 18 Issue 10 Pages
1737-1740
Published: 1989
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A novel type of compounds which contain two fluorocarbon chains and one flexible hydrocarbon chain gave bilayer-based molecular assemblies in organic solvents. The regularity of the assemblage was supported by specific incorporation of benzene.
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Toru Minami, Minoru Nakayama, Taku Nakamura, Yoshiharu Okada
1989 Volume 18 Issue 10 Pages
1741-1742
Published: 1989
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The reaction of allylic triphenylphosphonium ylides with benzeneselenenyl bromide gave (3-phenylseleno-1-alkenyl)triphenylphosphonium salts in good yields. Oxidation of the salts produced α,β-unsaturated aldehydes.
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Masami Sawada, Li Ouyang, Yoshio Takai, Hitoshi Yamada, Terukiyo Hanaf ...
1989 Volume 18 Issue 10 Pages
1743-1746
Published: 1989
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The relative FABMS intensities of the cluster ions between permethylated monosaccharides and glycine methyl ester hydrochloride strongly suggest the configuration effect of the OCH
3 groups, reflecting the relative stabilities of the cluster ions in gas phase.
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Koji Araki, Koji Iwamoto, Seiji Shinkai, Tsutomu Matsuda
1989 Volume 18 Issue 10 Pages
1747-1750
Published: 1989
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p-
t-Butylcalix[4]arene (
14H) was alkylated with RX (R = Me, Et, Pr, and Bu) and the products (
14R) were analyzed by HPLC and
1H NMR. It was found that (i) ring inversion arising from the oxygen-through-the-annulus rotation can be inhibited by R greater than Et, (ii) “cone” and “partial cone” result in a 1:1 ratio, and (iii) thermodynamically, the “partial cone” conformation is most stable.
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Kunio Hiroi, Kaoru Maezuru, Masaru Kimura, Naoko Ito
1989 Volume 18 Issue 10 Pages
1751-1754
Published: 1989
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Palladium-catalyzed allylations of (
S)-proline allyl ester amides are discussed, compared with the intermolecular reactions of (
S)-proline methyl and ethyl ester amides with allyl acetate. (
S)-Proline allyl ester amide undergoes an intramolecular allylation to demonstrate higher diastereoselectivity than the other systems, upon treatment with palladium catalysts.
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Yoshihiro Noda, Mitsuko Kikuchi
1989 Volume 18 Issue 10 Pages
1755-1756
Published: 1989
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(+)-endo-Brevicomin was synthesized in a few-step-sequence starting from (
S)-(−)-1-(1,3-dithian-2-yl)-1-propanol, which was obtained by the baker’s yeast reduction of 1-(1,3-dithian-2-yl)-1-propanone.
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Teruaki Mukaiyama, Hiromi Uchiro, Shu Kobayashi
1989 Volume 18 Issue 10 Pages
1757-1760
Published: 1989
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An efficient chiral promoter, chiral diamine coordinated tin(II) triflate–dibutyltindiacetate complex, promotes the asymmetric aldol type reaction between both achiral silyl enol ethers derived from thioesters and a wide variety of aldehydes in high yields with perfect stereochemical control.
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Yoshinori Tominaga, Chizuko Kamio, Akira Hosomi
1989 Volume 18 Issue 10 Pages
1761-1764
Published: 1989
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Reactions of α-oxoketene dithioacetals with trimethylsilylmethylmagnesium chloride in the presence of cuprous iodide gave the corresponding 1-trimethylsiloxy-3-methylthio-1,3-butadienes selectively in excellent yields. 1-Siloxydienes react with various carbon electrophiles such as carbonyl compounds to furnish the desired dienones and 4-dihydropyrones selectively.
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Hiroshi Yokoi, Hirotaka Nishi
1989 Volume 18 Issue 10 Pages
1765-1768
Published: 1989
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The successful preparation of homogeneous gels from aqueous poly(acrylic acid) and Fe
3+ systems is described first. It has been revealed by optical absorption, ESR, and magnetic susceptibility measurements that Fe
3+ ions in the gels exist as clusters analogous to polynuclear basic iron(III) carboxylates.
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Naoki Toshima, Kakuta Kushihashi, Tetsu Yonezawa, Hidefumi Hirai
1989 Volume 18 Issue 10 Pages
1769-1772
Published: 1989
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The colloidal dispersions of the palladium-platinum bimetallic clusters were prepared by refluxing the solution of PdCl
6 and H
2PtCl
2 in water/ethanol in the presence of poly(
N-vinyl-2-pyrrolidone). The electronic absorption spectra and the transmission electron micrographs show the formation of an alloy in the clusters. The dispersions work as catalysts for the selective partial hydrogenation of 1,3-cyclooctadiene to cyclooctene. The highest activity was achieved by the bimetallic clusters with a Pd/Pt molar ratio of 4/1.
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Teiji Kato, Katsunori Ohshima, Masatoshi Arai
1989 Volume 18 Issue 10 Pages
1773-1774
Published: 1989
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Pressure dependence of A-T isobars of insoluble monolayers of tristearin(TS) was measured with the instrument developed in our laboratory. The isobars look like a group of straight lines in the temperature span measured (5–45 °C). Pressure dependence of the two-dimensional thermal expansion coefficient of the monolayers was calculated by the numerical differentiation of the A-T isobar data with respect to temperature using a simple regression analysis.
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Hiroshi Yamada, Shoko Ohsawa, Takeshi Sugai, Hiromichi Ohta, Sadao Yos ...
1989 Volume 18 Issue 10 Pages
1775-1776
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In the lipase-catalyzed macrolactonization of long chain hydroxy acid methyl esters, the presence of a double bond in the acyl part was found to favor the formation of the monomeric product.
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Seiichi Takano, Kiyohiro Samizu, Takumichi Sugihara, Shigeki Satoh, Ku ...
1989 Volume 18 Issue 10 Pages
1777-1780
Published: 1989
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Chiral synthesis of α-yohimbane alkaloids (−)-nitraraine and (−)-dihydronitraraine has been achieved employing the Claisen–Cope rearrangement as the key step. Comparison of the physical and spectral data, however, did not establish identity between the synthetic and natural substances, respectively.
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Seiichi Takano, Takumichi Sugihara, Kiyohiro Samizu, Masashi Akiyama, ...
1989 Volume 18 Issue 10 Pages
1781-1784
Published: 1989
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Efficient preparation and practical utilization of (
R)-1-benzyloxy-3-butyn-2-ol have been established. Treatment of (2
S,3
S)-4-benzyloxy-2,3-epoxybutyl chloride, obtained via the Sharpless epoxidation, with n-butyllithium afforded (
R)-1-benzyloxy-3-butyn-2-ol which could be transformed enantiodivergently into the key synthetic intermediates of the aromatic bisabolane sesquiterpenes.
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Makoto Komiyama, Yuichi Takeshige, Shinya Sawada
1989 Volume 18 Issue 10 Pages
1785-1788
Published: 1989
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Sodium(I), potassium(I), rubidium(I), and cesium(I) ions significantly increase both the selectivity and the rate constant for the β-cyclodextrin-induced regioselective cleavage of adenosine 2′,3′-cyclic phosphate. The ratio of the 2′-phosphate to the 3′-phosphate in the product is 11.2 with sodium chloride and β-cyclodextrin (3.0 and 0.015 mol dm
−3) at pH 11, 30 °C.
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Masahiko Kato, Masaru Mitsuda, Tomoko Tatsumoto, Rika Uchida, Akio Ich ...
1989 Volume 18 Issue 10 Pages
1789-1792
Published: 1989
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Benzo[1,2:4,5]dicycloheptene-3,6,9,12-tetraone was synthesized in two different routes. Its 1st and 2nd redox potentials (E
1 = −0.14 V, E
2 = −0.74 V) were found to be more positive than those of 7H-benzocycloheptene-1,4,7-trione (E
1 = −0.31 V, E
2 = −0.90 V) under the same conditions.
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Yuzo Imizu, Akio Tada
1989 Volume 18 Issue 10 Pages
1793-1796
Published: 1989
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Silicon oxide overlayer on alumina was prepared by utilizing the silanization of alumina surface with CH
3Si(OCH
3)
3. With raising a coverage of the overlayer, its catalytic activities for 1-butene and cyclopropane isomerizations remarkably increased, resulting in a more active catalyst than a commercial silica-alumina catalyst.
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Kazushi Arata, Chiharu Matsuura
1989 Volume 18 Issue 10 Pages
1797-1798
Published: 1989
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Citronellal was isomerized to isopulegol over SiO
2–Al
2O
3, TiO
2–ZrO
2, FeSO
4, NiSO
4, Ti(SO
4)
2, Zr(SO
4)
2, and Al
2O
3, with the selectivity higher than 91%. Geraniol was also isomerized mainly to linalool over SiO
2–Al
2O
3 and those four metal sulfates, and the selectivity on SiO
2–Al
2O
3 and FeSO
4 was higher than 81%.
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Ichiro Hirao, Kin-ichiro Miura
1989 Volume 18 Issue 10 Pages
1799-1802
Published: 1989
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Addition of dicyclohexylcarbodiimide stabilized the benzotriazole-activated phosphotriester intermediates in which were used oligoribonucleotide synthesis. By this system, two oligoribonucleotides, r(CGAAAGC) and r(GCGAAAGC), were synthesized for structural comparison with d(GCGAAAGC) whose structure was unusually stable. Electrophoretic experiments showed r(GCGAAAGC) to behave differently from d(GCGAAAGC), although each had the same base sequence.
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Hidetsugu Ikeda, Yutaka Kawabe, Toshio Sakai, Kenji Kawasaki
1989 Volume 18 Issue 10 Pages
1803-1806
Published: 1989
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Barbituric acid derivatives with electron donors at 5-position were synthesized and their second order nonlinear optical properties were investigated by electric field induced second harmonic generation (EFISH) method. It was found that barbituric acid units were strong acceptors and contributed to the large second order hyperpolarizabilities.
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Takeshi Yamamura, Reiko Kuroda, Makoto Tadokoro
1989 Volume 18 Issue 10 Pages
1807-1808
Published: 1989
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N,
N′-Bis(
o-thiobenzoyl)ethylenediamine reacted with Ni
2+ in acetone to form a bis-complex, in which two square planar NiS
2O
2 units are connected with each other by two ethylene bridges.
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Isao Sekine, Makoto Yuasa, Kazuki Kohara, Satoshi Ibata
1989 Volume 18 Issue 10 Pages
1809-1812
Published: 1989
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It was found that natural electrode potential (NEP) of mild steel electrode vibrates in aqueous ethanol solution containing sulfuric acid. By
in situ analysis of electrochemical impedance spectroscopy, this vibrating phenomenon is based on the transition between passivation (passive region) and active dissolution (active region) of the mild steel electrode.
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Kazuhiko Asao, Hideo Iio, Takashi Tokoroyama
1989 Volume 18 Issue 10 Pages
1813-1814
Published: 1989
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The introduction of hypotaurocyamine unit to terpenic chain was examined using farnesyl bromide as a model compound and this was feasible by chemoselective oxidation of the derived sulfide by peracid. By the application of the method thus established, a total synthesis of agelasidine C has been accomplished.
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Hisatoshi Konishi, Yorio Iwasaki, Tamon Okano, Jitsuo Kiji
1989 Volume 18 Issue 10 Pages
1815-1816
Published: 1989
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The acid-catalyzed condensation of 2-methylresorcinol with formaldehyde gave a complex mixture, from which a cyclic tetramer(
1) was isolated as a hexamethylphosphoric triamide adduct.
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Shuichi Kagawa, Rika Ishihama, Isamu Moriguchi, Yasutake Teraoka
1989 Volume 18 Issue 10 Pages
1817-1820
Published: 1989
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The introduction of fluorine into poly(vinylacetal) membranes was found to increase the permeability for O
2 and N
2 with a slight decrease in permselectivity. The results obtained indicate that the fluorine-containing poly(vinylacetal) membranes are promising as an oxygen-enriching membrane having relatively high permeability and permselectivity.
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Yasuyuki Shimohigashi, Hiroaki Kodama, Michinori Waki, Tommaso Costa
1989 Volume 18 Issue 10 Pages
1821-1824
Published: 1989
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Treatment of five tripeptide amides Boc-Phe-Leu-NHCH(R)CO-NH
2 (R: side chain of Gly, Leu, Phe, Asp(OBzl), or Arg(Tos)) with [bis(trifluoroacetoxy)iodo]benzene and subsequent coupling with Boc-Phe-Leu-OH afforded the dimeric peptides cross-linked with 2-substituted
gem-diamines; (Boc-Phe-Leu-)
2·(-NHCH(R)NH-).
gem-Asp(OBzl)-cross-linked dimer was further converted into enkephalin dimer, which was conjugated to Sepharose 4B gel for receptor affinity purification.
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Yutaka Nishiyama, Akio Katsuura, Youji Okamoto, Sawako Hamanaka
1989 Volume 18 Issue 10 Pages
1825-1826
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Bis(acyl) diselenides serve as useful acylating reagents for amines, alcohols, thiols, and organocopper compounds such as cuprate.
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Koji Tanaka, Tatsuji Matsui, Toshio Tanaka
1989 Volume 18 Issue 10 Pages
1827-1830
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Nitrate and nitrite ions are selectively reduced to NH
3 by a (Bu
4N)
4[MoFe
3S
4(SPh)
3(O
2C
6Cl
4)]
2-modified glassy carbon electrode under the electrolysis at −1.25 V
vs. SCE in H
2O (pH 10.0), while nitrite ion is predominantly reduced to N
2 under the same electrolysis at −1.00 V.
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Mizuo Maeda, Akira Hirai, Makoto Takagi
1989 Volume 18 Issue 10 Pages
1831-1834
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5-(4-Acryloylaminophenyl)-3-amino-7-dimethylamino-2-methylphenazinium chloride (
1) which is a DNA-binding (intercalative) molecule was radically copolymerized with acrylamide in the presence of λ phage DNA. A gel electrophoretic examination of the reaction product has strongly suggested that the DNA was grafted with polyacrylamide chains through
1 (“pseudo-grafting”).
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Corinne Aubert, Jean-Pierre Bégué, Daniéle Bonnet ...
1989 Volume 18 Issue 10 Pages
1835-1838
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Lewis Acid-initiated ene-cyclization of ω-unsaturated trifluoromethylketones allows access to 1-trifluoromethyl cyclohexanols and their fused bicyclic derivatives
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Reizo Kato, Hayao Kobayashi, Akiko Kobayashi, Toshio Naito, Masafumi T ...
1989 Volume 18 Issue 10 Pages
1839-1842
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Two donor-acceptor type molecular conductors, α- and β-(EDT-TTF)[Ni(dmit)
2] (EDT-TTF = ethylenedithiotetrathiafulvalene, dmit = 4,5-dimercapto-1,3-dithiole-2-thione) have been electrochemically obtained. The α-form has a segregated column structure and is a metal with an anomalous resistivity maximum around 14 K. The curve-fitting analysis of the polarized reflectance spectra shows a small anisotropy of the oscillator strength in the ab plane. The β-form is a semiconductor with a mixed-stacking structure.
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Akiko Kobayashi, Reizo Kato, Hayao Kobayashi
1989 Volume 18 Issue 10 Pages
1843-1846
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Reentrant resistivity behavior (metal → semiconductor → Metal) is observed at ambient pressure in the alloy system of [(DMe-DCNQI)
1−x(MeBr-DCNQI)
x]
2Cu (x < 0.1). Resistivity maximum appears around 60 K. The magnitude of the resistivity maximum is extremely sensitive to x. This anomaly resembles the anomalous pressure-induced reentrant resistivity behavior in (R,R-DCNQI)
2Cu (R = CH
3, CH
3O).
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Morio Asaoka, Syuzo Sonoda, Hisashi Takei
1989 Volume 18 Issue 10 Pages
1847-1848
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The title compound was synthesized from (
R)-(−)-5-trimethylsilyl-2-cyclohexenone.
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Akira Miyashita, Haruhiko Karino, Jun-ichi Shimamura, Takeshi Chiba, K ...
1989 Volume 18 Issue 10 Pages
1849-1852
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The atropisomeric bis(dialkylarylphosphine) ligands, (
R)-(−)- and (
S)-(+)-2,2′-bis(dicyclohexylphosphino)-6,6′-dimethyl-1,1′-biphenyl (BICHEP) (
1) have been newly synthesized, whose Rh(I) complexes are highly efficient catalysts for asymmetric hydrogenations of ethyl α-(benzamido)cinnamate and dimethyl itaconate in up to 98% yields and 98–99% enantiomeric excess.
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Takaya Mise, Shinya Miya, Hiroshi Yamazaki
1989 Volume 18 Issue 10 Pages
1853-1856
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New C
2-symmetric silylene-bridged metallocene compounds, [Me
2Si(η
5-R
nC
5H
4−n)(η
5-R′
nC
5H
4−n)]MCl
2 (M = Zr, Hf; R
n, R′
n = Me,
t-Bu, 2,4-Me, 2,3,5-Me
3), were synthesized together with C
1-symmetric ones (M = Zr, Hf; R
n = 2,3,5-Me
3, 2,4-Me
2, 3,4-Me
2,
t-Bu, Me; R′
n = Me, H) for comparison and employed as the catalysts for isotactic polymerization of propylene in combination with methylaluminoxane. The C
2-symmetric metallocenes bearing methyl groups at 2- or 5-positions gave polymers of the highest melting point (160–163 °C) and stereospecificity ([mmmm]: 97–99%).
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Takeya Abe, Hiroshi Moriyama, Kazuko Matsumoto
1989 Volume 18 Issue 10 Pages
1857-1860
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α-Pyrrolidonato-bridged binuclear Pt(III) complex [Pt
2(NH
3)
4(C
4H
6NO)
2(NO
2)(NO
3)](NO
3)
2·H
2O has been synthesized and the crystal structure,
13C NMR, and cyclic voltammetry are reported. It has been revealed that both binuclear Pt(III) complex and tetranuclear Pt(III) complex are produced from the oxidation of [Pt
4(NH
3)
8(C
4H
6NO)
4]
6+ depending on the oxidizing agent used.
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-
Sang-Bong Lee, Toshikazu Takata, Takeshi Endo
1989 Volume 18 Issue 10 Pages
1861-1864
Published: 1989
Released on J-STAGE: May 08, 2006
JOURNAL
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1-Phenethyl and
p-methoxybenzyl
o-cyanopyridinium hexafluoroantimonates were synthesized, which showed much higher initiation activity than the corresponding
p-cyano derivatives in the cationic polymerization of glycidyl phenyl ether.
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-
Hiroshi Kosugi, Yasuyuki Watanabe, Hisashi Uda
1989 Volume 18 Issue 10 Pages
1865-1868
Published: 1989
Released on J-STAGE: May 08, 2006
JOURNAL
RESTRICTED ACCESS
The Pummerer rearrangement products, obtained from (R
C,R
S)-β-hydroxy sulfoxide derivatives, react with silyl enol ethers or a ketene silyl acetal in the presence of ZnBr
2 to give the γ-hydroxy- β-tolylthio carbonyl derivatives, which, in turn, are converted to optically pure (E)-γ-hydroxy-α,β-unsaturated carbonyl compounds and 5-substituted 2(5
H)-furanones, respectively.
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