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钯催化的糖醛与活化烯烃的直接交叉偶联反应。

Palladium-catalyzed direct cross-coupling reaction of glycals with activated alkenes.

机构信息

School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore.

出版信息

Org Lett. 2011 Aug 19;13(16):4394-7. doi: 10.1021/ol201734w. Epub 2011 Jul 27.

Abstract

An efficient method for a Pd(OAc)(2)-catalyzed cross-coupling reaction of glycals with activated alkenes under mild conditions has been developed. This transformation provides an expedient synthetic method to C(2)-functionalized glycals, which are common structural building blocks in natural products and other biologically active compounds. The reaction scope includes different kinds of carbohydrates, protecting groups and substituents on alkene. Moderate to excellent yields and pure E configuration selectivity were obtained.

摘要

发展了一种在温和条件下钯(OAc)(2)催化的糖醛与活化烯烃交叉偶联反应的有效方法。这种转化为 C(2)-功能化的糖醛提供了一种方便的合成方法,C(2)-功能化的糖醛是天然产物和其他生物活性化合物中的常见结构单元。该反应的范围包括不同种类的碳水化合物、烯烃上的保护基和取代基。得到了中等至优秀的产率和纯 E 构型选择性。

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