Use of an acetylenic sulfone as an alkene dipole equivalent in the synthesis of (+/-)-pumiliotoxin C

被引:18
作者
Back, TG
Nakajima, K
机构
[1] Department of Chemistry, University of Calgary, Calgary
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4039(96)02506-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cycloaddition of methyl cis-2-amino-trans-6-methylcyclohexanecarboxylate (3) with 1-p-(toluenesulfonyl)-1-pentyne (4) afforded the corresponding enaminone 2, that was in turn reduced to (+/-)-pumiliotoxin C (1). The acetylenic sulfone 4 thus functions as the synthetic equivalent of the alkene dipole 5 in this process. (C) 1997, Elsevier Science Ltd.
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页码:989 / 992
页数:4
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