AN ENANTIOSPECIFIC SYNTHESIS OF SOLENOPSIN-A

被引:84
作者
JEFFORD, CW
WANG, JB
机构
[1] Department of Organic Chemistry, University of Geneva
关键词
2,6-DIALKYLPIPERIDINE; INNATE CHIRALITY; HYDRIDE REDUCTION; IMINIUM CATION;
D O I
10.1016/S0040-4039(00)60479-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiomerically pure solenopsin A(1) was prepared in 11 steps from L-aspartic acid (3) in an overall yield of 17%. 6R-(N-tosylamino)heptadecan-2-one (8), prepared from 3, underwent cyclization on acid catalysis to N-tosylamino-2,3-dehydro-2-methyl-6R-undecylpiperidine (9), which on reduction and deprotection gave 1.
引用
收藏
页码:2911 / 2914
页数:4
相关论文
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