Stereoselective synthesis of a family of alternating polyols from six-carbon epoxyalkynol modules
Stereoselective synthesis of a family of alternating polyols from six-carbon epoxyalkynol modules
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DOI：
10.1021/ja026255p
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发表时间：
2002-07-17
影响因子：
15
通讯作者：
McDonald, FE
中科院分区：
文献类型：
--
作者：
Burova, SA;McDonald, FE
我们用于组装聚乙酸酯结构的新合成策略具有源自环氧炔醇衍生物 (1) 的任何立体异构体的六碳模块的高效交叉偶联。偶联产物中内部炔烃的水合和所得酮中间体的立体选择性还原提供了获得立体异构 1、3、5、...交替多元醇库的通用方法 (2)。该策略在天然产物 RK-397 的 C11−C28 多元醇子结构的立体选择性合成中得到了证明。
Our new synthetic strategy for assembling polyacetate structures features efficient cross-couplings of six-carbon modules derived from any stereoisomer of the epoxyalkynol derivative (1). Hydration of the internal alkyne in the coupled products and stereoselective reduction of the resulting ketone intermediate provides a general approach to a library of stereoisomeric 1, 3, 5, ... alternating polyols (2). The strategy is demonstrated in a stereoselective synthesis of the C11−C28 polyol substructure of the natural product RK-397.