Enantioselective synthesis of (-)-indolizidine 167B

被引:55
作者
Chalard, P
Remuson, R [1 ]
Gelas-Mialhe, Y
Gramain, JC
Canet, I
机构
[1] CNRS, F-63177 Clermont Ferrand, France
[2] Univ Blaise Pascal, F-63177 Clermont Ferrand, France
关键词
allylsilane; acyliminium ion; alkaloid; indolizidine;
D O I
10.1016/S0040-4039(99)00059-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective total synthesis of (-)-indolizidine 167B is described. The key step is the intramolecular cyclization of the chiral N-acyliminium ion 6. Indolizidine 167B was obtained in 7 steps and 17% yield from ethyl (R)-3-aminohexanoate, with an enantiomeric excess of 93%. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1661 / 1664
页数:4
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