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炔基羰基复分解反应作为制备4-酰基色烯的一种方法:(±)-鱼藤素和(±)-蒙杜色酮的合成。

Alkyne Carbonyl Metathesis As a Means To Make 4-Acyl Chromenes: Syntheses of (±)-Deguelin and (±)-Munduserone.

作者信息

Nayak Maloy, Kim Ikyon

机构信息

College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University 85 Songdogwahak-ro, Yeonsu-gu, Incheon 406-840, Republic of Korea.

出版信息

J Org Chem. 2015 Nov 20;80(22):11460-7. doi: 10.1021/acs.joc.5b02160. Epub 2015 Nov 11.

Abstract

A highly convergent synthetic approach to rotenoid natural products is described. Successful pairing of two building blocks for Sonogashira cross-coupling and intramolecular alkyne carbonyl metathesis allows ready access to 4-acylchromene, a key substructure of these natural products, leading to syntheses of (±)-deguelin and (±)-munduserone in high overall yields.

摘要

描述了一种用于鱼藤酮类天然产物的高度收敛的合成方法。成功地将用于Sonogashira交叉偶联和分子内炔基羰基复分解的两个结构单元配对,使得能够容易地获得4-酰基色烯,这些天然产物的关键亚结构,从而以高总收率合成(±)-鱼藤素和(±)-芒杜色酮。

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