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使用叔苄基有机硼酸酯进行无过渡金属交叉偶联

Transition-Metal-Free Cross-Coupling by Using Tertiary Benzylic Organoboronates.

作者信息

Takeda Mitsutaka, Nagao Kazunori, Ohmiya Hirohisa

机构信息

Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.

JST, PRESTO, 4-1-8 Honcho, Kawaguchi, Saitama, 332-0012, Japan.

出版信息

Angew Chem Int Ed Engl. 2020 Dec 7;59(50):22460-22464. doi: 10.1002/anie.202010251. Epub 2020 Oct 13.

DOI:10.1002/anie.202010251
PMID:32869918
Abstract

The transition-metal-free cross-coupling of alkyl or aryl electrophiles by using tertiary benzylic organoboronates is reported. This reaction involves the generation of tertiary alkyl anions from organoboronates in the presence of an alkoxide base and then their substitution reactions. This protocol allows the simple and efficient construction of quaternary carbon centers.

摘要

据报道,使用叔苄基硼酸酯可实现烷基或芳基亲电试剂的无过渡金属交叉偶联。该反应涉及在醇盐碱存在下由硼酸酯生成叔烷基阴离子,然后进行取代反应。此方法可实现季碳中心的简单高效构建。

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