ELECTROORGANIC CHEMISTRY .129. ELECTROREDUCTIVE SYNTHESIS OF CHIRAL PIPERAZINES AND ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES IN THE PRESENCE OF THE CHIRAL PIPERAZINES

被引：77

作者：

SHONO, T

KISE, N

SHIRAKAWA, E

MATSUMOTO, H

OKAZAKI, E

机构：

[1] Department of Synthetic Chemistry, Kyoto University, Yoshida, Sakyo

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 09期

关键词：

D O I：

10.1021/jo00009a026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Electroreduction of diimines, prepared from 1,2-diamines and aromatic aldehydes, in acidic media gave intramolecularly coupled products, 2,3-diarylpiperazines, stereoselectively. Chiral tri- and tetrasubstituted piperazines were synthesized effectively from chiral 1,2-diamines by the same electroreductive method. Chiral piperazines, prepared from 1(R),2(R)-diaminocyclohexane were effective chiral ligands of catalysts for the enantioselective addition of diethylzinc to aldehydes.

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页码：3063 / 3067

页数：5

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