Stereospecific functionalizations and transformations of secondary and tertiary boronic esters

Stereospecific functionalizations and transformations of secondary and tertiary boronic esters
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DOI:
10.1039/c7cc01254c
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发表时间:
2017-05-18
影响因子:
4.9
通讯作者:
Aggarwal, Varinder K.
Aggarwal, Varinder K.
中科院分区:
化学2区
文献类型:
--
作者:
Sandford, Christopher;Aggarwal, Varinder K.

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通过化学计量法和催化法形成高度对映体富集的硼酸酯在过去的十年中受到了广泛的关注。因此,将硼酸酯部分转化成其它官能团在合成中具有相当大的意义。具体地,通过立体保留或立体转化途径保持起始硼酸酯的高对映体富集的转化导致在立体中心形成新的C-C、C-O、C-N、C-X或C-H键。这篇专题文章总结了仲硼酸酯和叔硼酸酯向其他官能团和基团的立体定向转化的最新技术水平,同时批判性地考虑了目前无法实现的转化,并代表了该领域的未来进展。
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.