Synthesis of oxazolidinyl azacycles via ring-closing olefin metathesis: a practical entry to the synthesis of deoxy-azasugars and hydroxypyrrolizidines

被引:36
作者
Subramanian, T [1 ]
Lin, CC [1 ]
Lin, CC [1 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 11529, Taiwan
关键词
D O I
10.1016/S0040-4039(01)00635-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting with D- and L-serines, an expedient method for the preparation of oxazolidinyl piperidines, azepenes and azacyclooctenes was illustrated as a route to various deoxy-azasugars and hydroxypyrrolizidines. The ring-closing olefin metathesis of oxazolidinyl di-olefins was used as a key-step to construct the azacycles. Consecutive epoxidation, hydrolysis and transannulation of oxazolidinyl azacyclooctene led to hydroxypyrrolizidines. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4079 / 4082
页数:4
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