Cu-catalyzed cross-coupling of benzylboronic esters and epoxides

TETRAHEDRON LETTERS

卷:82

Article

Gierszal, Sophia G.¹  Barker, Timothy J.¹ 

[1] Coll Charleston, Dept Chem & Biochem, Charleston, SC 29424 USA

关键词: Copper;    Boron;    Epoxide;    Alkylboronic esters;    Lewis Base;   

DOI  :  10.1016/j.tetlet.2021.153369

来源: Elsevier

【 摘 要 】

A reaction between epoxides and benzylboronic acid pinacol esters is described. CuI was found to be an effective catalyst of this transformation upon activation of the benzylboronic ester with an alkyllithium reagent. The reaction was very efficient and a variety of substituted epoxides were found to be good substrates with good regioselectivity for substitution at the less substituted side of the epoxide. A reaction using an enantioenriched secondary benzylboronic ester was found to not be stereospecific. (c) 2021 Elsevier Ltd. All rights reserved.

【 授权许可】

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