NEW CONVENIENT, ENANTIOSPECIFIC SYNTHESIS OF (S,S)-2,2'-BIPYRROLIDINE AND (R,R)-2,2'-BIPYRROLIDINE DERIVATIVES

被引：25

作者：

KOTSUKI, H

KUZUME, H

GOHDA, T

FUKUHARA, M

OCHI, M

OISHI, T

HIRAMA, M

SHIRO, M

机构：

[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN

[2] RIGAKU CORP,AKISHIMA,TOKYO 196,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 09期

关键词：

D O I：

10.1016/0957-4166(95)00297-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An enantiomeric pair of (S,S)- and (R,R)-bipyrrolidine derivatives has been prepared from D-and L-tartaric acids or D-mannitol as optically active starting materials. Taking advantage of the C-2-symmetric nature of these chiral sources, the synthetic sequence has been established by using efficient side chain elongation, stereospecific conversion of a vicinal diol into a diazido group via S(N)2 inversion, and pyrrolidine ring formation via intramolecular substitution as the key steps.

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页码：2227 / 2236

页数：10

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