Investigations into the [2,3]-aza-Wittig rearrangement of N-alkyl N-allyl α-amino esters

被引：23

作者：

Coldham, I

Middleton, ML

Taylor, PL

机构：

[1] Univ Exeter, Dept Chem, Exeter EX4 4QD, Devon, England

[2] ICI Paints, Slough SL2 5DS, Berks, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 17期

关键词：

D O I：

10.1039/a803887b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Lewis acid is needed in order to allow the [2,3]-sigmatropic rearrangement of N-alkyl N-allyl alpha-amino esters to give rise to N-alkyl C-allyl glycine esters. Addition of iodomethane, rather than a Lewis acid, promotes quaternary ammonium salt formation, in situ ylide formation and [2,3]-sigmatropic rearrangement to N,N-dialkyl C-allyl glycine esters.

引用

页码：2817 / 2821

页数：5

共 26 条

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