一种新的模块化吲哚合成方法。构建结节孢酸A和B的高度张力CDEF母体四环。

A new modular indole synthesis. Construction of the highly strained CDEF parent tetracycle of nodulisporic acids A and B.

作者信息

Smith Amos B, Kürti Laszló, Davulcu Akin H

机构信息

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

出版信息

Org Lett. 2006 May 11;8(10):2167-70. doi: 10.1021/ol0606536.

DOI:10.1021/ol0606536

PMID:16671808

Abstract

[reaction: see text] Construction of the highly strained CDEF parent tetracycle, a structural motif found only in the potent ectoparasiticidal agents (+)-nodulisporic acids A and B and related congeners, has been achieved via a new modular indole synthesis, exploiting a sequential Stille cross-coupling/Buchwald-Hartwig union/cyclization tactic. The new indole synthesis holds the promise of rapid assembly of diverse, highly substituted indoles possessing uncommon substitution patterns.

摘要

[反应：见正文] 通过一种新的模块化吲哚合成方法，利用连续的Stille交叉偶联/布赫瓦尔德-哈特维希偶联/环化策略，实现了高度张力的CDEF母体四环的构建，该结构基序仅在强效杀外寄生虫剂（+）-结节孢酸A和B及相关同系物中发现。这种新的吲哚合成方法有望快速组装具有不常见取代模式的各种高度取代的吲哚。