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仲硼酸酯和叔硼酸酯的立体选择性官能团化及转化

Stereospecific functionalizations and transformations of secondary and tertiary boronic esters.

作者信息

Sandford Christopher, Aggarwal Varinder K

机构信息

School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK.

出版信息

Chem Commun (Camb). 2017 May 17;53(40):5481-5494. doi: 10.1039/c7cc01254c.

DOI:10.1039/c7cc01254c
PMID:28397919
Abstract

The formation of highly enantioenriched boronic esters through both stoichiometric and catalytic methods has received much attention over the past decade. Accordingly, the transformations of the boronic ester moiety into other functional groups is of considerable interest in synthesis. Specifically, transformations which retain the high enantioenrichment of the starting boronic ester, either through a stereoretentive or a stereoinvertive pathway, lead to the formation of new C-C, C-O, C-N, C-X, or C-H bonds at stereogenic centres. This feature article summarises the current state of the art in stereospecific transformations of both secondary and tertiary boronic esters into other functionalities and groups, whilst considering critically the transformations that are currently unattainable and would represent future advances to the field.

摘要

在过去十年中,通过化学计量法和催化法形成高度对映体富集的硼酸酯受到了广泛关注。因此,硼酸酯部分向其他官能团的转化在合成中具有相当大的吸引力。具体而言,通过立体保持或立体翻转途径保留起始硼酸酯的高对映体富集的转化,会导致在立体中心形成新的碳-碳、碳-氧、碳-氮、碳-卤或碳-氢键。这篇专题文章总结了仲硼酸酯和叔硼酸酯立体定向转化为其他官能团和基团的当前技术水平,同时批判性地考虑了目前无法实现但将代表该领域未来进展的转化。

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