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双环顺式二氢苯二酚、顺式-4-羟基裂环异落叶松脂素和双环康醇类似物的导向合成多样性。

A diversity-oriented synthesis of bicyclic cis-dihydroarenediols, cis-4-hydroxyscytalones, and bicyclic conduritol analogues.

机构信息

Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.

出版信息

Org Lett. 2010 Jun 4;12(11):2472-5. doi: 10.1021/ol100557f.

Abstract

A common-intermediate-based enantioselective strategy has been developed aiming at bicyclic arene cis-dihydrodiols, cis-4-hydroxyscytalones, and bicyclic mimics of conduritol. Key features of this protocol include Barrett's asymmetric hydroxyallylation, ring-closing metathesis (RCM), and completely regioselective Wacker oxidation of internal cyclic olefins.

摘要

一种基于共同中间体的对映选择性策略已被开发,旨在构建双环芳烃顺式二氢二醇、顺式-4-羟基石蒜碱和康杜醇的双环类似物。该方案的关键特点包括 Barrett 的不对称羟烯丙基化、闭环复分解(RCM)以及内部环状烯烃的完全区域选择性瓦克氧化。

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