-
Shinichi Hasegawa, Yoshiyuki Hirose
1983 Volume 12 Issue 1 Pages
1-4
Published: January 05, 1983
Released on J-STAGE: March 27, 2006
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By conversion of methyl 15,16-epoxy-20-oxo-8(17),13(16),14 labdatrien-19-oate (
3) into 15,16-epoxy-8(17),13(16),14-labdatrien-19,20-olide (
1) and 15,16-epoxy-8(17),13(16),14-labdatrien-20,19-olide (
8), the structure of potamogetonin was proved to be 15,16-epoxy-8(17),13(16),14-
ent-labdatrien-20,19-olide (
10), not
1 as proposed by Smith et al.
View full abstract
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Teruaki Mukaiyama, Tohru Yamada, Keisuke Suzuki
1983 Volume 12 Issue 1 Pages
5-8
Published: January 05, 1983
Released on J-STAGE: March 27, 2006
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Biologically important
L-sugars 2-deoxy-
L-galactose, 3-amino-2,3-dideoxy-
L-
xylo-hexose, and
L-diginose were successfully synthesized from the homoallyl alcohol, prepared by the stereoselective addition of allylic Sn(IV) reagent to 4-
O-benzyl-2,3-
O-isopropylidene-
L-threose.
View full abstract
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Yoshiyuki Hirashima, Kaoru Ito, Jiro Shiokawa
1983 Volume 12 Issue 1 Pages
9-10
Published: January 05, 1983
Released on J-STAGE: March 27, 2006
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Lanthanoid chlorides formed the 1:1 complexes with triethylene glycol, tetraethylene glycol, pentaethylene glycol, tetraglyme, and pentaglyme. All the complexes were deliquescent. The yield of the solid complex with tetraethylene glycol decreased with the increase of the atomic number of the lanthanoid.
View full abstract
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Yoshio Nagata, Takaaki Dohmaru, Shin-ichi Fujita, Kunio Oka, Setsuo Ta ...
1983 Volume 12 Issue 1 Pages
11-14
Published: January 05, 1983
Released on J-STAGE: March 27, 2006
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A number of silicon compounds and aromatic compounds form particles under UV light or electron beam irradiation in the gas phase. Carbonyl compounds, halogen compounds and some aromatic compounds act as initiators for photo-induced particle formation of silicon compounds.
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Akihiko Kimura, Shigeo Katsumura, Sachihiko Isoe
1983 Volume 12 Issue 1 Pages
15-16
Published: January 05, 1983
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The first synthesis of the methyl ester of 6-oxo-grindelic acid (
1) from decalone derivative
2 through γ-hydroxyenone
7 was described.
View full abstract
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Norihiko Yoneda, Tsuyoshi Fukuhara, Yukio Takahashi, Akira Suzuki
1983 Volume 12 Issue 1 Pages
17-18
Published: January 05, 1983
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The reaction of alkanes with carbon monoxide in a HF–SbF
5 solution at 30 °C under atmospheric pressure gave significantly different results from those in the Koch-Haaf reaction of alkenes and alcohols in usual strong acids. The results demonstrated that alkanes react very easily under these conditions with preferential formation of secondary carboxylic acids when the alkane has less than six carbon atoms, while a formation of β-scission products occurs, exclusively, with more than seven carbon atoms.
View full abstract
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Norihiko Yoneda, Haruhiko Sato, Tsuyoshi Fukuhara, Yukio Takahashi, Ak ...
1983 Volume 12 Issue 1 Pages
19-20
Published: January 05, 1983
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In a HF–SbF
5 solution at −20∼30 °C under atmospheric pressure, ketones having alkyl groups with five or more carbon atoms underwent the reaction to give corresponding oxo carboxylic acids without any β-scission processes which occur readily in alkyl cations derived by protolysis of alkanes with seven or more carbon atoms. Tertiary C–H bond located at δ or further away from the oxo group in the substrates could react exclusively to give (ω–1)-oxo-2,2-dimethyl carboxylic acids at −20 °C.
View full abstract
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Tatsuya Shono, Yoshihiro Matsumura, Kenji Tsubata, Kenji Inoue, Ryoich ...
1983 Volume 12 Issue 1 Pages
21-24
Published: January 05, 1983
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A new method for the synthesis of bicyclic pyridinium salts from alicyclic amines and reduction of the salts to 1-azabicyclo[4.
n.0]systems has been exploited.
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Hisao Degawa, Noriko Shinozuka, Shigeo Hayano
1983 Volume 12 Issue 1 Pages
25-28
Published: January 05, 1983
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In order to reproducibly measure response time curves of a poly (vinyl chloride) matrix membrane ammonium ion-selective electrode, an experimental setup composed of a tubular flow-through electrode was constructed. The data were analyzed by the curve fitting method using two theoretical equations, that based on the assumption of the film diffusion and that of the diffusion within the membrane.
View full abstract
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Kazuya Kurata, Teruaki Suzuki, Minoru Suzuki, Etsuro Kurosawa
1983 Volume 12 Issue 1 Pages
29-32
Published: January 05, 1983
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An unusual sesquiterpene α,β-unsaturated ketone, designated as laureacetal-C, has been isolated from the title alga and its structure was determined by the spectral and chemical methods.
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Waro Nakanishi, Akira Sakaue, Yoshitsugu Ikeda, Hiizu Iwamura
1983 Volume 12 Issue 1 Pages
33-34
Published: January 05, 1983
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The adducts of chlorine with diaryl selenides such as selenanthrene, diphenyl selenide, and selenoxanthone have been found to be reduced to the corresponding selenides in dimethyl sulfoxide forming chloromethyl methyl sulfoxide and hydrogen chloride. Similarly, dimethyl selenide dichloride was reduced to dimethyl selenide in the presence of a base.
View full abstract
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Masahiko Yamaguchi, Toshie Waseda, Ichiro Hirao
1983 Volume 12 Issue 1 Pages
35-36
Published: January 05, 1983
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Alkynyl ketones are synthesized in high yields by the reaction of alkynyl boranes and amides under a mild reaction condition.
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Kazuo Sasaki, Sotaro Ito, Yukitami Saheki, Tatsuaki Kinoshita, Toshimi ...
1983 Volume 12 Issue 1 Pages
37-38
Published: January 05, 1983
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Aerial oxidation of benzene suspended in aqueous sulfuric acid produces an appreciable amount of phenol. The reaction proceeds under ambient conditions only when cuprous ions are present in the solution.
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Makoto Wada, Masayuki Nakatani, Kin-ya Akiba
1983 Volume 12 Issue 1 Pages
39-42
Published: January 05, 1983
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An efficient method is described for the synthesis of ethyl 1-(2-oxoalkyl)-1,2-dihydroisoquinoline-2-carboxylates by C–C bond formation between 2-ethoxycarbonylisoquinolinium chloride and trimethylsilyl enol ethers. The products were treated with a few bases to afford the corresponding pyrido [2,1-
a] isoquinoline derivatives.
View full abstract
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Kimiho Yamada, Hideto Shosenji, Hirotaka Ihara, Osamu Hotta
1983 Volume 12 Issue 1 Pages
43-46
Published: January 05, 1983
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A large enhancement (35 to 480 fold) of the aggregate weight was observed in the presence of Cu
2+ for single-chain telomer surfactants containing the hydroxamic acid group in water. Electron microscopy indicated a drastic morphological change from micelles to multi-lamellar vesicles was induced by Cu
2+.
View full abstract
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Hiroyuki Yamamoto, Ayako Nakazawa
1983 Volume 12 Issue 1 Pages
47-50
Published: January 05, 1983
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Absolute configurations of the poly(
Nε-alkyl-
L-lysine) and alkylamino azo dye complexes have been examined by the exciton chirality method. Most complexes showed the
S-chirality of the dipole transition moments of dyes. Increased hydrophobic property changed the chirality of dye from common
S- to uncommon
R-chirality.
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Makoto Nitta, Tomoshige Kobayashi
1983 Volume 12 Issue 1 Pages
51-54
Published: January 05, 1983
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The photoirradiation of 3,5-disubstituted 2-isoxazolines and Fe(CO)
5 in MeOH causes the N–O and C
4–C
5 bond cleavage to give two fragments of aldehydes and ketones, while that of 2-isoxazolines having no substituent at 5-position gives additional β-hydroxy- and β-methoxyketones.
View full abstract
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Hiroshi Suginome, Shinji Yamada, Norio Miyaura
1983 Volume 12 Issue 1 Pages
55-58
Published: January 05, 1983
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An
18O labeling study indicates that the title rearrangement involves a novel intramolecular combination between a carbonyl oxygen and a carbon radical which are generated by a β-scission of an oxyl radical.
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Eiichi Nakamura, Isao Kuwajima
1983 Volume 12 Issue 1 Pages
59-62
Published: January 05, 1983
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The enol silyl ethers of ketones reacted with SnCl
4 to give α-trichlorostannyl ketones in moderate to good yields, and their structures were determined by chemical and spectral means. The reaction mechanism is also discussed.
View full abstract
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Osamu Takazawa, Kunio Kogami, Kazuo Hayashi
1983 Volume 12 Issue 1 Pages
63-64
Published: January 05, 1983
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Loliolide, dehydrololiolide, and 3-oxoactinidol were synthesized from megastigma-4,6,8-trien-3-one by regioselective ozonolysis and epoxidation.
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Yoshikazu Shizuri, Seiji Kosemura, Shosuke Yamamura, Shigeru Ohba, Mas ...
1983 Volume 12 Issue 1 Pages
65-68
Published: January 05, 1983
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Three new diterpenes, helioscopinolides A, B and C, have been isolated from the plant
Euphorbia helioscopia L., and their stereostructures also been elucidated on the basis of their spectral and chemical data coupled with an X-ray crystallographic analysis of helioscopinolide A.
View full abstract
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Ken’ichi Takeuchi, Toshikazu Kitagawa, Yoshihide Senzaki, Hirosh ...
1983 Volume 12 Issue 1 Pages
69-72
Published: January 05, 1983
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The
1H NMR study showed that the
endo-cyano isomer of the title compound is slightly more stable than the
exo-cyano isomer with a population ratio of 22:17 at −120°C. In the cycloheptatriene form, the
axial-cyano conformer is much less stable than the
equatorial counterpart with a ratio of 1.7:59. The results can account for the marked stabilization in
syn-11-cyanotricyclo[4.4.1.0]undeca-2,4-diene by the
syn-cyano group.
View full abstract
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Ken’ichi Takeuchi, Toshikazu Kitagawa, Yoshihide Senzaki, Kunio ...
1983 Volume 12 Issue 1 Pages
73-76
Published: January 05, 1983
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Introduction of a
t-butyl group to the 2- or 3-position of 7-cyanocycloheptatriene facilitates the observation of the two conformers by
1H and
13C NMR at low temperatures. The chemical shift of
equatorial H(7) and the equilibrium constant for the ring inversion with respect to 7-cyanocycloheptatriene have been reexamined and corrected.
View full abstract
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Tsutomu Shikada, Kaoru Fujimoto
1983 Volume 12 Issue 1 Pages
77-80
Published: January 05, 1983
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It was found that the activities of supported vanadium oxide catalysts for nitric oxide reduction with ammonia were promoted by the addition of sodium or lithium salts while they were suppressed by added potassium salts.
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Fumihiko Kakizaki, Nobuo Nakamura, Michinori Oki
1983 Volume 12 Issue 1 Pages
81-84
Published: January 05, 1983
Released on J-STAGE: March 27, 2006
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9-Dimethylamino-9,10-dihydro-9,10-ethenoanthracene was prepared by reductive dechlorination of its tetrachloro derivative and was oxidized to produce the title compound. The compound crystallized as an ap conformer. On dissolution, it isomerized to its ±sc conformer with a rate constant 2.52×10
−5 s
−1 at 30 °C until the equilibrium (±sc/ap=0.16) was reached. The following activation parameters were obtained: ΔH
≠ 23.1±4.4 kcal mol
−1, ΔS
≠ −3.9±14.1 e. u.
View full abstract
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Otohiko Tsuge, Shuji Kanemasa, Takayoshi Hamamoto
1983 Volume 12 Issue 1 Pages
85-88
Published: January 05, 1983
Released on J-STAGE: March 27, 2006
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A nitrogen-bridged tetravalent sulfur compound, 1,3,6-triphenylimidazo[1,2-
c]thia
IVzole, undergoes highly stereospecific cycloaddition reactions to some acyclic olefinic dipolarophiles giving the [3+2] cycloadducts to the thiocarbonyl ylide of the imidazothia
IVzole in good yields. The formation of the [3+2] cycloadducts is explained to have arisen from the reversible cycloaddition reactions in a concerted manner.
View full abstract
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Abdulaziz Al Jazzaa, James H. Clark, Jack M. Miller
1983 Volume 12 Issue 1 Pages
89-92
Published: January 05, 1983
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The powerful hydrogen bond electron donor fluoride ion assists the O-alkylation of 2-naphthols but inhibits the autoxidation of 1-alkyl-2-naphthols. These observations may be explained in terms of the nature of the OHF
− hydrogen bond.
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Masatoshi Asami, Teruaki Mukaiyama
1983 Volume 12 Issue 1 Pages
93-96
Published: January 05, 1983
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α-Benzyloxy aldehydes having a chiral tertiary center at α-carbon atom are synthesized in high enantiomeric excess by successive treatment of 2-methoxycarbonyl-3-phenyl-1,3-diazabicyclo[3.3.0]octane with diisobutylaluminum hydride (DIBAL-H) and Grignard reagents. The asymmetric reaction is applied to the total synthesis of
exo-(+)-brevicomin.
View full abstract
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Hisashi Okada, Isamu Matsuda, Yusuke Izumi
1983 Volume 12 Issue 1 Pages
97-100
Published: January 05, 1983
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A stereocontrolled synthesis of 2-methyl-2-alkenenitriles is achieved via the diastereoselective aldol type reaction of
C-methyl-
C,
N-bis(trimethylsilyl)ketenimine with aldehydes in the presence of a mixture of TiCl
4 and Ti(O-
iPr)
4.
View full abstract
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Haruo Ikemura, Shoko Yoshimura, Saburo Aimoto, Yasutsugu Shimonishi, T ...
1983 Volume 12 Issue 1 Pages
101-104
Published: January 05, 1983
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A heat-stable enterotoxin, produced by a human strain of enterotoxigenic
Escherichia coli, was synthesized by a solution method. The synthesized peptide has the same biological and physicochemical properties as those of native toxin.
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Waro Nakanishi, Hitoshi Nakanishi, Yuko Yanagawa, Yoshitsugu Ikeda, Mi ...
1983 Volume 12 Issue 1 Pages
105-108
Published: January 05, 1983
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9,9-Bis(ethylthio)fluorene (
1a) reacted with sodium ethanethiolate in methanol to give 9-ethylthiofluorene and diethyl disulfide suggesting that a C–S bond cleavage occurs by attack of a nucleophile at sulfur if a leaving group is sufficiently stable. The pseudo-first-order rate constans for the reaction of
1a and methoxycarbonyl-substituted 9-ethylthiofluorenes have suggested that the methoxycarbonyl group at 1-position exerts through space interaction with sulfur atom(s). The rate constants for ester exchange in 1-methoxycarbonylfluorene and its derivatives have been discussed on the ground of neighboring sulfur participation.
View full abstract
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Junzo Hirose, Mikiko Nakagawa, Kyoko Achiwa, Masahide Noji, Yoshinori ...
1983 Volume 12 Issue 1 Pages
109-110
Published: January 05, 1983
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Bovine carbonic anhydrase [carbonate hydrolyase, EC 4.2.11] has been analyzed by high performance liquid chromatography, HPLC, using a TSK column, IEX-540 DEAE, eluted with 0.01 mol dm
−3 phosphate buffer of pH 6.5. By means of this method, components A and B of bovine carbonic anhydrase, BCA(A) and BCA(B), showed peaks at t
R=13.5 and 5.5 min, and the apo-BCA(A) and apo-BCA(B) showed peaks at t
R=15.8 and 6.0 min, respectively. Under the same conditions, human CA(B) showed a peak at t
R=2.4 min.
View full abstract
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Hiroshi Takaku, Kazuo Kamaike, Masanori Suetake
1983 Volume 12 Issue 1 Pages
111-114
Published: January 05, 1983
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Deoxyribodinucleotide blocks can be prepared rapidly by combining the phosphorylation and coupling reaction steps in one flask which also contents the synthesis of deoxyribodinucleotide blocks containing the guanosine unit.
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Kenji Sano, Takakazu Yamamoto, Akio Yamamoto
1983 Volume 12 Issue 1 Pages
115-118
Published: January 05, 1983
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New Pt- or Ni-containing cyclic esters (PCy
3PtCOCH
2CH
2COO, (PCy
3)
2PtCOCH
2CH
2COO, dpe-PtCOCH
2CH
2COO, dpe-NiCH
2CH
2COO, and bpy-NiCH
2CH
2CH
2COO; PCy
3 = tricyclohexylphosphine, dpe = 1,2-bis(diphenylphosphino)ethane, bpy = 2,2′-bipyridine) are prepared by oxidative addition of the corresponding cyclic carboxylic anhydrides to Pt(0) or Ni(0) complexes.
View full abstract
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Atsuhiro Osuka, Hitomi Suzuki
1983 Volume 12 Issue 1 Pages
119-120
Published: January 05, 1983
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Sodium hydrogen telluride is an efficient reagent for dehalogenation of α-halocarbonyl compounds.
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Tasuku Ito, Masako Sugimoto, Haruko Ito, Koshiro Toriumi, Hiroaki Naka ...
1983 Volume 12 Issue 1 Pages
121-124
Published: January 05, 1983
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High- and low-spin Fe(III) complexes with the titled ligands, [Fe(Sal
23,3,3-tet)](NO
3) (S=5/2) (
1) and [Fe(Sal
23,2,3-tet)](NO
3) (S=1/2) (
2), have been synthesized. X-ray analyses for
1 and
2 show that, in each complex, the metal environment is pseudo octahedral with the two O atoms being trans. Difference of one CH
2 group in the methylene chain of the ligand causes a copmlete change in the spin state without changing coordination gemetries. In methanol,
2 is essentially low spin with μ
eff=1.95 BM(263.5 K), whereas
1 exhibits the behavior for the spin equilibrium [μ
eff=3.00(244.5 K)–4.04(305.5 K) BM]. The equilibrium constant of
1, K = [low-spin]/[high-spin]=2.6±0.9 at 25 °C and ΔH = −11.8±2.5 kJ mol
−1 were obtained from detailed analyses of the temerature dependent electronic spectra.
View full abstract
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Haruki Niwa, Akio Kuroda, Kiyoyuki Yamada
1983 Volume 12 Issue 1 Pages
125-126
Published: January 05, 1983
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Retronecine (
1), the necine base of physiologically active pyrrolizidine alkaloids was synthesized in racemic form from ethyl 2,3,5,6-tetrahydro-1
H-pyrrolizine-7-carboxylate (
2) in five steps.
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Toshio Itahara
1983 Volume 12 Issue 1 Pages
127-128
Published: January 05, 1983
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Treatments of 1,3-dimethyluracil and of thiophenes with palladium(II) acetate and sodium peroxodisulfate under a carbon monoxide atmosphere gave 1,3-dimethyluracil-5-carboxylic acid and the corresponding thiophene-2-carboxylic acids, respectively.
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Yoshinori Hasegawa
1983 Volume 12 Issue 1 Pages
129-132
Published: January 05, 1983
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The reactions of 4-methoxy- and 4-chloro-3,5-dinitrobenzoic acids with hydroxide ion in aqueous dimethyl sulfoxide were studied by visible absorption spectroscopy. The formation of anionic σ-complexes, followed by intermediate complexes was observed.
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Kazuhiko Mizuno, Hirokazu Kagano, Toshio Kasuga, Yoshio Otsuji
1983 Volume 12 Issue 1 Pages
133-136
Published: January 05, 1983
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The stereoselectivity in the photocyclodimerization of phenyl vinyl ether (
D) via electron-transfer depends strongly upon the concentration of
D and the reaction temperature.
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Atsushi Kato, Jun-ichi Azuma, Tetsuo Koshijima
1983 Volume 12 Issue 1 Pages
137-140
Published: January 05, 1983
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O-(5-
O-Feruloyl-α-
L-arabinofuranosyl)-(1→3)-
O-β-
D-xylopyranosyl-(1→4)-
D-xylopyranose (I) was isolated from the enzymatic hydrolysate of bagasse lignin–carbohydrate complex containing ferulic acid (LCC-F) and identified from I.R., U.V., G.L.C.-M.S., and N.M.R. spectra.
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Masakazu Kita, Kazuaki Yamanari, Yoichi Shimura
1983 Volume 12 Issue 1 Pages
141-144
Published: January 05, 1983
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A series of mixed complexes [Co(pyt)
3−n(en)
n]
n+ (n = 0, 1, and 2) have been newly prepared and characterized by their visible and ultraviolet absorption, circular dichroism, and magnetic circular dichroism spectra (pyt = 2-pyridinethiolato-
N,
S ligand). In [Co(pyt)
3] or [Co(pyt)
2(en)]
+ complex, only one geometrical isomer,
mer(S) or
trans(S), has been obtained, respectively.
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Kyosuke Satake, Masaru Kimura, Shiro Morosawa
1983 Volume 12 Issue 1 Pages
145-146
Published: January 05, 1983
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A thienoazatropone, 7-chloro-8
H-thieno[3,2-
c]azepin-8-one(
5) is synthesized from 4,5-dihydro-8
H-thieno[3,2-
c]azepin-8-one(
2) using
t-butyl hypochlorite. In addition, some physical properties of
5 are disscussed.
View full abstract
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Mitsuru Nakayama, Susumu Ohira, Seishi Takata, Kenzo Fukuda
1983 Volume 12 Issue 1 Pages
147-148
Published: January 05, 1983
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(±)-Dehydroiridodiol and its epimer (±)-isodehydroiridodiol were synthesized stereoselectively using the homoconjugate addition of cyanide anion to methyl 6-methyl-2-oxobicyclo[3.1.0]hexane-1-carboxylates. Both enantiomers of dehydroiridodiol were prepared after the resolution of
l-menthyl 6-methyl-2-oxobicyclo[3.1.0]hexane-1-carboxylate, whose absolute configurations became clear as the result.
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Katsuhiro Ueda, Kazuko Yasutomi, Iwao Mori
1983 Volume 12 Issue 1 Pages
149-150
Published: January 05, 1983
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A cyanoglucoside (
1) has been isolated from the fruits of
Ilex warburgii Loesn., and its structure has been elucidated by chemical and spectral means as (
Z)-6α-(β-
D-glucosyloxy)-4α, 5α-dihydroxy-2-cyclohexene-Δ
1,α-acetonitrile. A related compound, Menisdaurin (
3) was also isolated.
View full abstract
