Synthesis of chiral amino epoxyaziridines:: Useful intermediates for the preparation of chiral trisubstituted piperidines

被引：25
|
作者：
Concellón, JM
Riego, E
Rivero, IA
Ochoa, A
机构：
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, Oviedo 33071, Spain
[2] Ctr Grad & Invest, Inst Tecnol Tijuana, Tijuana 22000, BC, Mexico
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 19期
关键词：
D O I：
10.1021/jo0490806
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chiral aminoalkyl epoxyaziridine 1 is synthesized in high yield and diastereoselectivity from L-serine. Ring opening of epoxyaziridine 1 with primary amines is carried out with total chemo- and regioselectivity, affording chiral polyfunctionalized piperidines 8. The structure of these trisubstituted piperidines is established by NMR studies.
引用
收藏
页码：6244 / 6248
页数：5
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