Reactions of Benzylboronate Nucleophiles.

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Synthesis-Stuttgart Pub Date : 2023-09-01 Epub Date: 2023-05-08 DOI:10.1055/a-2072-2754

Timothy J Barker, Andrew Bogatkevich, Dallas W Crowder, Sophia G Gierszal, Jacob C Hayes, Michael R Hollerbach, Richard W Russell

引用次数: 0

Abstract

This short review summarizes our laboratory's development of benzylboronic esters as nucleophiles. Activation of the benzylboronic ester is achieved by irreversible coordination of an alkyllithium Lewis base to form a nucleophilic benzylboronate. This boronate was found to react with aldehydes, imines, ketones and alkyl bromides. A copper catalyst was employed in reactions of the boronate with epoxides and aziridines.

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苄基硼酸亲核试剂的反应。

这篇简短的综述总结了我们实验室开发的苄基硼酸酯作为亲核试剂。苄基硼酸酯的活化是通过烷基锂路易斯碱的不可逆配位形成亲核苄基硼酸酯来实现的。发现这种硼酸酯能与醛、亚胺、酮和烷基溴化物反应。在硼酸酯与环氧化物和氮丙啶的反应中使用了铜催化剂。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Synthesis-Stuttgart 化学-有机化学

CiteScore

4.50

自引率

7.70%

发文量

435

审稿时长

1 months

期刊介绍： SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.