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Kaneto Uekama, Fumitoshi Hirayama, Shyukou Yamasaki, Masaki Otagiri, K ...
1977 Volume 6 Issue 12 Pages
1389-1392
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The interaction of some prostaglandins with α- and β-cyclodextrins in aqueous solution has been investigated by circular dichroism (CD) spectroscopy. The changes of the intrinsic CD of prostaglandins and the induced CD of cyclopentanone following the binding to cyclodextrins were largely dependent upon the geometry of guest and host molecules.
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Kaneto Uekama, Fumitoshi Hirayama, Hideomi Koinuma
1977 Volume 6 Issue 12 Pages
1393-1396
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Carbon 13 spin-lattice relaxation times for inclusion complex of β-cyclodextrin with sulfothiazole in aqueous solution have been measured by an inversion-recovery method. The reduction of molecular motions and changes in carbon 13 chemical shifts in both species suggest a predominantly hydrophobic interaction.
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Masao Kawai, Ukon Nagai
1977 Volume 6 Issue 12 Pages
1397-1398
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Partial N-methylation of peptides with CH
3I–Ag
2O in DMF constitutes a new potential method of conformational analysis. Reactivity of peptide NH′s with the methylating reagent reflects their degree of exposure to the solvent. The method was applied to the samples of micromolar quantities of a Gramicidin S derivative and two destruxins.
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Takeo Kobayashi, Tetsuo Hiraoka
1977 Volume 6 Issue 12 Pages
1399-1402
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Cephalosporins rearranged to penicillin derivatives on treatment with α-toluenesulfonyl chloride in the presence of a silylating reagent via 2,3-sigmatropic type reaction after extrusion of sulfur dioxide. This reaction also proceeded in the case of alkyl allylsulfide.
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Juji Yoshimura, Masafumi Matsuzawa, Ken-ichi Sato, Masuo Funabashi
1977 Volume 6 Issue 12 Pages
1403-1406
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Evernitrose (
1: 2, 3, 6-trideoxy-3-
c,4-
o-dimethyl-3-nitro-
L-
arabino-hexopyranose) and its enantiomer (
17) were synthesized from methyl 2,6-dideoxy-4-
o-methyl-α-
L-
erythro-hexopyranosid-3-ulose and methyl 4,6-
o-benzylidene-2-deoxy-α-
D-
erythroa-hexopyranosid-3-ulose, respectively. In both cases, the unique nitro group attached to the tertiary branching carbon was introduced by oxidation of the corresponding amino derivatives prepared by Bourgeois’s method.
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Chiaki Iwakura, Meguru Inai, Hideo Tamura
1977 Volume 6 Issue 12 Pages
1407-1410
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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During the course of studying on DSA-type electrodes, it was found that the ruthenium dioxide coated titanium has a promising character as a positive grid in lead-acid batteries. This paper briefly describes the preliminary works.
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Yasuyuki Shimohigashi, Sannamu Lee, Tetsuo Kato, Nobuo Izumiya, Tamio ...
1977 Volume 6 Issue 12 Pages
1411-1414
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Synthesis of a cyclotetradepsipeptide corresponding to the sequence of AM-toxin II (
2a) was achieved, using methanesulfonyl chloride containing sulfur dioxide in the final step of dehydration. The peptide obtained was identical with natural
2a in regard to mp, TLC, UV, MS, ORD, crystal form and biological activity. An analog [
L-Phe
1]-AM-toxin (
2b), simultaneously synthesized, showed extremely weak activity.
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Masatake Niwa, Yukimasa Terada, Masanobu Iguchi, Shosuke Yamamura
1977 Volume 6 Issue 12 Pages
1415-1418
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The absolute configuration of epi- and isoshyobunone was established as
2 and
3, respectively, on the basis of their chemical and spectral data together with base-catalyzed isomerization of shyobunone (
1) affording natural isoshyobunone and the enantiomer of natural epishyobunone. In addition, conformations of the base-catalyzed isomerization products (
3,
6,
8,
9, and
11) are also discussed.
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Masatake Niwa, Masanobu Iguchi, Shosuke Yamamura
1977 Volume 6 Issue 12 Pages
1419-1422
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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On treatment with MeONa–MeOH (under reflux, 7–9 h), shyobunone and related compounds were converted into a mixture of six possible isomers (
1,
2,
3,
4,
5, and
6), including the starting material, in the following ratio:
1/
2/
3/
4/
5/
6 = 3 : 6 : 3 : 1 : 7 : 13. In the cases of the corresponding dihydro compounds, six isomers were also obtained in the following ratio remarkably different from that of shyobunone [
7/
8/
9/
10/
11/
12 = 23 : 7 : 14 : 15 : 21 : 19]. The stereostructures and conformations of these compounds are discussed on the basis of their ORD data.
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Masanori Kosugi, Yutaka Shimizu, Toshihiko Migita
1977 Volume 6 Issue 12 Pages
1423-1424
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Alkylation, arylation, and vinylation of acyl chlorides by means of organotin compounds in the presence of catalytic amounts of tetrakis(triphenylphosphine)palladium(O) were demonstrated. The corresponding ketons were obtained in fairly good yields.
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Kiyoshi Tsukada, Atsumu Ozaki
1977 Volume 6 Issue 12 Pages
1425-1426
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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A nickel oxide catalyst prepared by homogeneous precipitation with urea followed by decomposition in vacuo shows an extraordinarily high activity in ethylene hydrogenation. An evidence is given to indicate that the generation of active sites is associated with a partial reduction of oxide by the precipitant, urea, remained in the oxide.
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Keiichi Moriya, Takasuke Matsuo, Hiroshi Suga, Syûzô Seki
1977 Volume 6 Issue 12 Pages
1427-1430
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The molar heat capacity of TlNO
2 crystal has been measured between 14 and 355 K with an adiabatic calorimeter. A heat capacity anomaly due to a phase transition was found at (282.4±0.5) K. The enthalpy and entropy changes of the transition are 6400 Jmol
−1 and 23.6 J K
−1mol
−1, respectively. The complex dielectric permittivity was measured in the frequency range between 200 Hz and 100 kHz. Dielectric dispersion and relaxation were found between 80 and 180 K. The activation enthalpy derived from the dielectric measurement is 19 kJ mol
−1 and is possibly related to the reorientation of the NO
2− ion.
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Tsujiaki Hata, Hiroyuki Mori, Mitsuo Sekine
1977 Volume 6 Issue 12 Pages
1431-1434
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Bis(trimethylsilyl) hypophosphite, generated in situ from hypophosphorous acid and silylating agents such as trimethylsilyl chloride in the presence of triethylamine or bis(trimethylsilyl)acetamide, reacted with carbonyl compounds to give the carbonyl adducts, which were successfully converted to anilinium salt of the corresponding phosphonous acids by treatment with aniline-containing ethanol.
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Kazuya Kurata, Takashi Amiya
1977 Volume 6 Issue 12 Pages
1435-1438
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Two new bromophenols, 2,2′,3,3′-tetrabromo-4,4′,5,5′-tetrahydroxydiphenylmethane and 2,2′,3-tribromo-3′,4,4′,5-tetrahydroxy-6′-methoxymethyldiphenylmethane have been isolated from the red alga,
Rhodomela larix.
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Yoshiro Masuyama, Yoshio Ueno, Makoto Okawara
1977 Volume 6 Issue 12 Pages
1439-1440
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The alkylation of phenylacetonitrile (
1) followed by the oxidative decyanation using molecular oxygen in aqueous alkali gave alkyl phenyl ketones (
3).
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Rosa Ma Claramunt, José Elguero
1977 Volume 6 Issue 12 Pages
1441-1442
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The equilibrium between 2-azidoperimidine and tetrazolo[1,5-
a]perimidine is strongly shifted towards the latter reflecting the poor aromatic character of the perimidine ring. The title compound is the first example of a new class of condensed tetrazoles.
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Toshio Izawa, Teruaki Mukaiyama
1977 Volume 6 Issue 12 Pages
1443-1446
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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3-Acylthiazolidine-2-thiones (
1), prepared from free carboxylic acids and thiazolidine-2-thione by using 2-chloro-1-methylpyridinium iodide in the presence of triethylamine, were reduced to the aldehydes with diisobutylaluminum hydride (DIBAH) in good yields even when excess amount of DIBAH was used.
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Kazumi Nakatsu, Take-aki Mitsudo, Hiroshi Nakanishi, Yoshihisa Watanab ...
1977 Volume 6 Issue 12 Pages
1447-1448
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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X-ray structure determination of the title complex, [(OC)
3FeC(OMe)–C(COOMe)=CH(COOMe)], reveals that the η
3-vinylcarbene ligand coordinates to Fe with both the C=C group and the carbene C atom. The short Fe–C(carbene) length of 1.819(3) Å suggests some partial double bond character to its bond.
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Shuichi Tono-Oka, Akio Sasaki, Haruhisa Shirahama, Takeshi Matsumoto, ...
1977 Volume 6 Issue 12 Pages
1449-1452
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Clitidine (
1) was synthesized by successive enzymatic cleavages of a new NAD-analogue, which was in turn prepared in a good yield from β-NAD and methyl 4-aminonicotinate utilizing the trans-glycosidation action of pig-brain NADase. The present synthesis establishes the β riboside structure of
1.
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John W. Apsimon, Kazuyuki Yamasaki
1977 Volume 6 Issue 12 Pages
1453-1456
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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A potential synthetic route to the
trans-clerodane diterpenes is described. Two key features involved in the synthesis are a unique acid-catalyzed Michael additioncyclization sequence developed by G. Saucy, and an opening of the cyclic hemiketal intermediate
10 by thioketalization. A known steroidal synthetic intermediate
7 prepared in a series of reactions from
4 confirmed the
trans-decalin structure of our intermediates.
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Isamu Matsuda, Toshiro Takahashi, Yoshio Ishii
1977 Volume 6 Issue 12 Pages
1457-1460
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Imidazole (
3) or oxazoline (
4) derivatives are obtained by the reactions of 1,2-bis(trimethylsilyl)imino-1,2-diphenylethane with carbonyl compounds after thermolysis or methanolysis of the common intermediate (
2) of which thermal stability seems to depend on the electronic character of R.
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Yuji Hayashi, Takeshi Matsumoto, Toshiaki Hyono, Takeo Sakan
1977 Volume 6 Issue 12 Pages
1461-1464
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Chemical modifications of the ring A functional groups on the biologically active nor-diterpenoid dilactones of
Podocarpus plants are described. Some results obtained here are different from the reported unusual properties of these unique compounds.
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Akiko Satoh, Kozo Tanabe, Hideshi Hattori
1977 Volume 6 Issue 12 Pages
1465-1466
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Isomerization of 1-
N-pyrrolidino-prop-2-ene to 1-
N-pyrrolidino-prop-1-ene was carried out at 40°C over alkaline earth metal oxides. MgO and CaO exhibited high activity and selectivity, while SrO and BaO degradated their activities during the reaction.
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Katsutoshi Ohkubo, Ikuhiro Terada, Kohji Yoshinaga
1977 Volume 6 Issue 12 Pages
1467-1468
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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(−)-2,3-
O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)buthane(diop) was found to be an efficient chiral ligand on using in Ru(II) catalyzed enantioselection of racemic alcohols with unsaturated additives. The dehydrogenation of PhEtCHOH by Ru
2Cl
4((−)-diop) with PhCH=CHCOPh at 165°C resulted in the formation of S-(−)-PhEtCHOH(11.0%e.e. at Conv.=56.8%).
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Kazuo Tsuzuki, Hisanobu Hashimoto, Haruhisa Shirahama, Takeshi Matsumo ...
1977 Volume 6 Issue 12 Pages
1469-1472
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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cis-1,6a-Epoxy-3a-methyloctahydropentalen-2-one readily undergoes fragmentation to give stereoselectively methyl (
E)-3-methyl-7-oxo-2-octenoate in 75% yield, on treatment with a catalytic amount of sodium carbonate in methanol. A pericyclic mechanism is suggested for the new ring opening reaction.
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Kazuo Tsuzuki, Hisanobu Hashimoto, Haruhisa Shirahama, Takeshi Matsumo ...
1977 Volume 6 Issue 12 Pages
1473-1476
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Ethyl 2-oxo-1-(2-oxopropyl)-1-cyclopentanecarboxylate, on treatment with
tBuOH-
tBuOK at rt (1h), affords unusual ring expansion products ethyl 3,5-dioxo-1-cyclooctanecarboxylate, ethyl 4-acetyl-3-oxo-1-cyclohexanecarboxylate and ethyl 2-acetyl-3-oxo-1-cyclohexanecarboxylate in 19, 40 and 12% yields, respectively.
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Hisashi Yoshioka
1977 Volume 6 Issue 12 Pages
1477-1478
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The ESR spectra of a spin probe, 2-(14-carboxytetradecyl)-2-ethyl-4,4-dimethyl-3-Oxazolidinyloxyl (16NS), dissolved in a SDS micelle were measured at various temperatures. The rotational correlation time was analysed by the theory of absolute reaction rate. The activation entropy of the rotation of the probe in the micelle was abnormally small compared with that in water, though the activation enthalpies were nearly equal in two cases.
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Kizashi Yamaguchi, Akinobu Nishio, Satoshi Yabushita, Takayuki Fueno
1977 Volume 6 Issue 12 Pages
1479-1482
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The geometry optimization procedure by use of the singlet DODS solution is applied to the ring-opened aziridine and ethylene oxide as examples of the so-called dipolar species. It is found that the trans-bent conformation is the most stable for both species. The diradical character is considerably developed for the optimized geometries inspite of the octet stabilization.
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Toshio Hayashi, Akio Sakurai, Takeshi Oishi
1977 Volume 6 Issue 12 Pages
1483-1486
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Alkyl 1-pyrrolidinecarbodithioates, when treated with an excess of methyl iodide in hexamethylphosphoric triamide, afforded
trans-olefins stereoselectively in high yields. Naturally-occurring 2,4,6- and 1,3,5-undecatrienes and allo-ocimene were prepared.
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Takeshi Endo, Makoto Okawara
1977 Volume 6 Issue 12 Pages
1487-1490
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Radical anion of alloxan could be isolated as 1-benzyl-3-carbamoylpyridinium salt (III) by the reactions of 1-benzyl-1,4-dihydronicotinamide with alloxan or alloxantin (II). III was also prepared by the reactions of II with 1-benzyl-3-carbamoylpyridinium chloride.
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Hiroshi Kosugi, Hisashi Uda
1977 Volume 6 Issue 12 Pages
1491-1494
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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(±)-Dihydrofomannosin acetate has been synthesized by a reaction sequence involving the photocycloaddition of a Δ
α,β-butenolide derivative and the ring enlargement of a γ- to a δ-lactone system.
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Kiyoshi Kudo, Heng Phala, Nobuyuki Sugita, Yoshimasa Takezaki
1977 Volume 6 Issue 12 Pages
1495-1496
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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Dimethyl formamide was catalytically synthesized from dimethyl amine, carbon dioxide and hydrogen in the presence of palladium(II) chloride and bases in the methyl cellosolve.
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Masahiko Takahashi, Shin-ichi Yamaguchi, Norio Igari
1977 Volume 6 Issue 12 Pages
1497-1498
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The reactions of aromatic aldehyde azines with diphenylcyclopropenone in refluxing toluene afforded 5-aryl-2, 3-diphenyl-Δ
2-pyrrolin-4-ones in moderate yields.
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Satoru Muramoto, Muraji Shibata
1977 Volume 6 Issue 12 Pages
1499-1500
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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From an aqueous solution of Li(±)[Co(CO
3)
2(NH
3)
2] in the presence of (−)
589[Co(ox)(en)
2](C
2H
3O
2), Li(−)
589[Co(CO
3)
2(NH
3)
2] has been isolated with a ca. 70% yield. The CD spectrum of the complex has been measured.
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Kazue Satoh, Tadashi Miyasaka, Kiichi Arakawa
1977 Volume 6 Issue 12 Pages
1501-1504
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The reaction of oxazolo[3,2-
b]pyridazinium perchlorates (I) with hydroxylamine afforded monoximes (II) and dioximes (III), from both of which were synthesized imidazo[1,2-
b]pyridazine 1-oxides (IV) by heating in mineral acid. The
N-oxides were characterized by converting into the corresponding pyridazines by deoxygenation.
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Kazuko Takahashi, Kazuyoshi Morita, Kahei Takase
1977 Volume 6 Issue 12 Pages
1505-1508
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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8-Phenyl-7,10-dithiasesquifulvalene-3,4-quinone (
7a) and its halogen derivatives (
7b and
7c) are synthesized. Although their IR and NMR data suggest a contribution of dipolar structure (
7″) to the ground state, the solvent effect on the 1st bands in their ES showed a larger contribution of
7″ to the excited state rather than the ground state.
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Tadashi Hattori, Miki Niwa, Mamoru Takahashi, Yuichi Murakami
1977 Volume 6 Issue 12 Pages
1509-1510
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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New diffuse reflectance spectrometer in the infrared region was made to eliminate the emission spectrum, and emissionless spectra of powder CaCO
3 were measured in the temperature range from room temperature to 450°C.
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Tadashi Iwachido, Masayoshi Minami, Akira Sadakane, Kyoji Tôei
1977 Volume 6 Issue 12 Pages
1511-1514
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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The number of water molecules attached to alkaline earth metal cations (M
2+: Ca
2+,Sr
2+, and Ba
2+), some crown ethers (L), and the 1:1 metal-crown complexes (ML
2+) extracted into nitrobenzene with hexanitrodiphenylamine was determined by the Karl-Fischer method. Ca
2+, Sr
2+, and Ba
2+ have 13.0, 12.1, and 10.5 water molecules in nitrobenzene respectively, and 6 to 8 water molecules are released on complexation with the crown ethers.
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Hiroshi Nakanishi, Shuzo Akiyama, Masazumi Nakagawa
1977 Volume 6 Issue 12 Pages
1515-1518
Published: December 05, 1977
Released on J-STAGE: March 27, 2006
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13C NMR spectrum of a [14]annuleno[14]annulene derivative (
1) and the spin-lattice relaxation times (T
1) were studied. The assignments of the signals of four quaternary ring carbons were successfully made by comparing the observed T
1’s with the calculated ones. The chemical shifts of
1 were compared with those of corresponding [14] and [22]annulene derivatives.
View full abstract
