De novo synthesis of a galacto-papulacandin moiety via an iterative dihydroxylation strategy

被引：39
作者：
Ahmed, MM [1 ]
O'Doherty, GA [1 ]
机构：
[1] W Virginia Univ, Dept Chem, Morgantown, WV 26506 USA
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 24期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
D O I：
10.1016/j.tetlet.2005.04.073
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A short and highly efficient route to both the pyranose and furanose forms of a galacto-papulacandin ring system has been developed. The key to the overall transformation is the sequential two osmium-catalyzed dihydroxylation reactions of substituted 2,4-dienone. The resulting tetrol can be efficiently transformed into the two spiroketal moieties of galacto-papulacandin, which can also be inter-converted via acid catalyzed equilibration. (c) 2005 Elsevier Ltd. All rights reserved.
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页码：4151 / 4155
页数：5
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