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钯氢氧化物催化的伯烯丙醇异构化为醛:在(-)-breviamide 形式合成中的应用。

Palladium hydroxide catalyzed isomerization of primary allylic alcohols to aldehydes: application to the formal synthesis of (-)-brevisamide.

机构信息

Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500 607, India.

出版信息

Org Lett. 2011 Feb 4;13(3):382-5. doi: 10.1021/ol102658d. Epub 2010 Dec 23.

Abstract

The Pd-catalyzed isomerization of primary allylic alcohols into the corresponding saturated aldehydes has been achieved at room temperature for the first time in good to excellent yields under mild conditions. The functional group compatibility in this reaction is studied, and this new methodology has been successfully applied in the synthesis of a C5-C13 tetrahydropyran ring system of (-)-brevisamide in seven steps.

摘要

钯催化的伯烯丙醇异构化为相应的饱和醛在温和条件下于室温首次实现,产率良好到优秀。研究了该反应中的官能团兼容性,该新方法已成功应用于(-)-brevisamide 的 C5-C13 四氢吡喃环系统的七步合成中。

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