A convenient method for 3-pyrroline synthesis

被引：27

作者：

Green, MP

Prodger, JC

Sherlock, AE

Hayes, CJ

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] GlaxoSmithKline, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 21期

关键词：

D O I：

10.1021/ol016603c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The synthesis of a range of 3-pyrrolines has been achieved from primary amine starting materials using a two-step alkylation/alkylldene carbene CH-Insertion reaction sequence. We have shown that insertion into a range of CH-bond types is possible, and the formation of nitrogen-bearing quaternary stereocenters is a relatively facile process. The insertion reaction occurs with > 95% retention of stereochemistry, but the presence of protecting groups on nitrogen is generally deleterious to the cyclization process.

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页码：3377 / 3379

页数：3

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