An efficient stereoselective synthesis of stypodiol and epistypodiol

被引:31
作者
Abad, A [1 ]
Agulló, C [1 ]
Arnó, M [1 ]
Cuñat, AC [1 ]
Meseguer, B [1 ]
Zaragozá, RJ [1 ]
机构
[1] Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Valencia, Spain
关键词
D O I
10.1021/jo980311g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of stypodiol (1) and its epimer at C-14, epistypodiol (2), was accomplished starting from (S)-(+)-carvone (7). The synthesis of both epimeric compounds proceeds through common intermediates using an IMDA reaction, a sonochemical Barbier reaction, and an acid-catalyzed quinol-tertiary alcohol cyclization as key synthetic steps.
引用
收藏
页码:5100 / 5106
页数:7
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