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环己烷角稠合三环烷的合成

Synthesis of Cyclohexane-Angularly-Fused Triquinanes.

作者信息

Jeon Hongjun, Winkler Jeffrey D

机构信息

Department of Chemistry, University of Pennsylvania, 231 S. 34 Street, Philadelphia, PA 19104-6323, USA.

Therapeutics and Biotechnology Division, Korea Research Institute of Chemical Technology, Daejeon, 34114, Korea.

出版信息

Synthesis (Stuttg). 2021;53(3):475-488. doi: 10.1055/s-0040-1705953. Epub 2020 Nov 3.

Abstract

Cyclohexane-angularly-fused triquinanes, 6-5-5-5 tetracycles, have attracted the attention of synthetic chemists due to their highly congested core structures and multiple quaternary carbon centers. This review focuses on the six completed total synthesis of naturally occurring cyclohexane-angularly-fused triquinanes in addition to seven notable methodologies that have been developed for the synthesis of these structures.

摘要

环己烷角稠合三环癸烷,即6-5-5-5四环化合物,因其高度拥挤的核心结构和多个季碳中心而吸引了合成化学家的关注。本综述重点介绍了六种已完成的天然存在的环己烷角稠合三环癸烷的全合成,以及为合成这些结构而开发的七种值得注意的方法。

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3
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4
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6
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Angew Chem Int Ed Engl. 2019 Aug 26;58(35):12091-12095. doi: 10.1002/anie.201905966. Epub 2019 Jul 30.
8
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