A flexible carbanionic approach to protected trans-(2R,3S)-2-substituted 3-aminopyrrolidines:: application to the asymmetric synthesis of (+)-absouline

被引：21

作者：

Tang, T

Ruan, YP

Ye, JL

Huang, PQ ^{[1
]}

机构：

[1] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China

[2] Xiamen Univ, Key Lab Chem Biol Fujian Province, Coll Chem & Chem Engn, Xiamen 361005, Fujian, Peoples R China

[3] Nankai Univ, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China

来源：

SYNLETT | 2005年 / 02期

关键词：

asymmetric synthesis; additions; pyrrolidine; carbanions; reductive lithiation;

D O I：

10.1055/s-2004-837194

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Based on the use of phenyl thioether (3S)-7 as a synthetic equivalent to the N- and alpha-dianions (3S)-2a, a new carbanionic approach to trans-(2R,3S)-2-substituted 3-aminopyrrolidines (10) is described. Application of the method to the asymmetric synthesis of 1-aminopyrrolizidine alkaloid (+)-absouline is also reported.

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收藏

页码：231 / 234

页数：4

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