ENANTIOSELECTIVE SYNTHESIS OF DIMETHYL 3,4-DIPHENYLADIPATE BY ELECTROREDUCTIVE HYDROCOUPLING OF CHIRAL N-TRANS-CINNAMOYL-2-OXAZOLIDONES

被引：12

作者：

KISE, N

ECHIGO, M

SHONO, T

机构：

[1] Division of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering Kyoto University, Yoshida, Sakyo, Kyoto

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(00)73190-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dimethyl(3R,4R)- and (3S,4S)-diphenyladipate were synthesized enantioselectively by electroreductive intermolecular hydrocoupling of chiral N-trans-cinnamoyl-2-oxazolidones and subsequent methanolysis.

引用

页码：1897 / 1900

页数：4

共 10 条

[1] ELECTROLYTIC REDUCTIVE COUPLING .2. DERIVATIVES OF MONO-OLEFINIC ALPHA, BETA-UNSATURATED ACIDS [J].

BAIZER, MM ;

ANDERSON, JD .

JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1964, 111 (02) :223-226

[2] ELECTROLYTIC REDUCTIVE COUPLING .1. ACRYLONITRILE [J].

BAIZER, MM .

JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1964, 111 (02) :215-222

[3] ABSOLUTE CONFIGURATION OF ALPHAALPHA'-DIPHENYLSUCCINIC ACID . (+-)- AND MESO-ALPHAALPHA'-DIPHENYLSUCCINIC ANHYDRIDES [J].

BUCHAN, R ;

WATSON, MB .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (19) :2465-&

[4] ENANTIOSELECTIVE ALDOL CONDENSATIONS .2. ERYTHRO-SELECTIVE CHIRAL ALOL CONDENSATIONS VIA BORON ENOLATES [J].

EVANS, DA ;

BARTROLI, J ;

SHIH, TL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (08) :2127-2129

[5]

KANETSUNA H, 1981, DENKI KAGAKU, V49, P526

[6]

KLEMM LH, 1973, J ORG CHEM, V58, P3390

[7] NOVEL ONE-STEP SYNTHESIS OF OXOCYCLOPENTANECARBOXYLATES BY ELECTROCHEMICAL REDUCTION OF CINNAMIC ACID-ESTERS [J].

NISHIGUCHI, I ;

HIRASHIMA, T .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1983, 22 (01) :52-53

[8]

RIFI MR, 1975, TECHNIQUE ELECTROO 2, P192

[9] MODIFICATION OF PATHWAYS FOR CATHODIC REDUCTION VIA COMPLEXATION WITH BETA-CYCLODEXTRIN [J].

SMITH, CZ ;

UTLEY, JHP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (10) :492-494

[10]

WREN H, 1915, J CHEM SOC, P444

← 1 →