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对映选择性和迭代 Suzuki-Miyaura 交叉偶联反应。

Enantiospecific and Iterative Suzuki-Miyaura Cross-Couplings.

机构信息

Department of Chemistry, Queen's University , Chernoff Hall, Kingston, Ontario K7L 3N6, Canada.

Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University , Chikusa, Nagoya 464-8601, Japan.

出版信息

J Am Chem Soc. 2017 Dec 20;139(50):18124-18137. doi: 10.1021/jacs.7b08326. Epub 2017 Dec 12.

DOI:10.1021/jacs.7b08326
PMID:29149557
Abstract

The Suzuki-Miyaura cross-coupling reaction has emerged as one of the most powerful methods for the construction of carbon-carbon bonds. Though most widely utilized for the synthesis of sp-sp linkages, the use of this reaction to form stereochemistry-bearing sp-sp bonds has received widespread attention over the past decade. This Perspective highlights approaches to the synthesis of enantioenriched molecules via the Suzuki-Miyaura reaction. Particular focus is placed on the use of enantiomerically enriched organoboron compounds as coupling partners in stereospecific processes, as well as the development of enantioconvergent and group-selective reactions. In addition, progress in the development of chemoselective, iterative cross-coupling methods will be discussed.

摘要

铃木-宫浦交叉偶联反应已成为构建碳-碳键的最有力方法之一。虽然该反应最广泛地用于 sp-sp 键的合成,但在过去十年中,人们广泛关注利用该反应形成具有立体化学的 sp-sp 键。本文重点介绍了通过铃木-宫浦反应合成对映体富集分子的方法。特别关注的是使用对映体富集的有机硼化合物作为立体特异性过程中的偶联伙伴,以及发展对映体收敛和基团选择性反应。此外,还将讨论选择性、迭代交叉偶联方法的发展进展。

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