LEWIS-ACID INDUCED REARRANGEMENT OF 2,3-EPOXY AMINES - CHARACTERIZATION OF AZIRIDINIUM ION INTERMEDIATES AND REGIOSPECIFIC RING-OPENING WITH NITROGEN NUCLEOPHILES

被引：31

作者：

LIU, QY

SIMMS, MJ

BODEN, N

RAYNER, CM

机构：

[1] UNIV LEEDS,SCH CHEM,LEEDS LS2 9JT,W YORKSHIRE,ENGLAND

[2] UNIV LEEDS,CTR SELF ORGANISING MOLEC SYST,LEEDS LS2 9JT,W YORKSHIRE,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 11期

关键词：

D O I：

10.1039/p19940001363

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Lewis acid induced isomerisation of 2,3-epoxy amines into the corresponding 2-trimethylsiloxymethylaziridinium ions is described; such intermediates have been characterised by H-1 NMR spectroscopy, and react with nitrogen nucleophiles regiospecifically to form 1-substituted 2,3-diamino alcohols in good to excellent yields and with full stereochemical control.

引用

收藏

页码：1363 / 1365

页数：3

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