Stereoselective synthesis of highly functionalised pyrrolidines via 1,3-dipolar cycloaddition reactions on a solid support.

被引:51
作者
Hollinshead, SP
机构
[1] Sphinx Pharmaceuticals, Division of Eli Lilly and Company, Durham, NC 27707
关键词
D O I
10.1016/S0040-4039(96)02147-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Resin bound 3-hydroxyacetophenone 2 was condensed (NaOMe/MeOH/THF) with aryl aldehydes to afford alpha,beta-unsaturated ketones 3a-e. Subsequent reaction with azomethine ylid 5 in the presence of LiBr/DBU provided pyrrolidines 6a-d. These were subsequently acylated and cleaved from the solid support to afford highly functionalised pyrrolidines 8a-d. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:9157 / 9160
页数:4
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