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吲哚二萜类化合物的合成研究:(+)-结节孢酸A和B的第二代合成策略的发展

Indole diterpene synthetic studies: development of a second-generation synthetic strategy for (+)-nodulisporic acids A and B.

作者信息

Smith Amos B, Kürti László, Davulcu Akin H, Cho Young Shin, Ohmoto Kazuyuki

机构信息

Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.

出版信息

J Org Chem. 2007 Jun 22;72(13):4611-20. doi: 10.1021/jo062423a. Epub 2007 May 19.

Abstract

A second-generation strategy for construction of (+)-nodulisporic acids A and B based on the development of a new, effective modular indole synthesis exploiting a sequential Stille cross-coupling/Buchwald-Hartwig union/cyclization tactic is disclosed. This strategy evolved due to the considerable acid instability of the C(24) hydroxyl group observed in several advanced intermediates during our first-generation approach.

摘要

公开了一种基于开发新的有效模块化吲哚合成的第二代构建(+)-结节孢酸A和B的策略,该合成利用了顺序的Stille交叉偶联/ Buchwald-Hartwig偶联/环化策略。由于在我们第一代方法的几个高级中间体中观察到C(24)羟基相当不稳定,所以发展了这种策略。

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