Enantioselective syntheses of (+)- and (-)-blastmycinolactol

被引:19
作者
Jacobi, PA
Herradura, P
机构
[1] Hall-Atwater Laboratories, Wesleyan University, Middletown
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(97)01533-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Blastmycinolactol (1b) has been prepared in an enantioselective fashion from acetylenic acid 5 by a three step sequence involving debenzylation-lactonization, hydration with concurrent C-3-epimerization, and Baeyer-Villiger oxidation accompanied by ester cleavage. Acylation of 1b with isovaleryl chloride then afforded (+)-blastmycinone (1a) in excellent overall yield. (C) 1997 Elsevier Science Ltd.
引用
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页码:6621 / 6624
页数:4
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