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硼酸的无过渡金属反应:在受底物控制的共轭加成中 1,3-立体化学诱导。

Transition-metal-free reactions of boronic acids: 1,3-stereochemical induction in the substrate-controlled conjugate addition.

机构信息

Instituto Pluridisciplinar, Universidad Complutense , Campus de Excelencia Internacional Moncloa, 28040 Madrid, Spain.

出版信息

J Org Chem. 2013 Dec 20;78(24):12825-30. doi: 10.1021/jo402262m. Epub 2013 Nov 22.

DOI:10.1021/jo402262m
PMID:24251835
Abstract

The substrate-controlled 1,3-stereoselective conjugate addition of boronic acids and potassium trifluoroborates under metal-free conditions has been developed. This reaction affords bicyclic acetals, which have been used as key intermediates in the stereodivergent synthesis of polysubstituted tetrahydropyrans.

摘要

在无金属条件下,开发了硼酸和三氟硼酸钾的底物控制的 1,3-立体选择性共轭加成反应。该反应得到双环缩醛,可作为立体发散合成多取代四氢吡喃的关键中间体。

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