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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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