Enantioselective Alkylation of Aldehydes with Organoborons Enabled by Nickel/N-Heterocyclic Carbene Catalysis

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外文摘要：Transition-metal-catalyzed asymmetric alkylation of aldehydes represents a straightforward strategy for the synthesis of chiral sec-ondary alcohols.However,efficient methods using organoborons as coupling reagents are rare.Herein,we report a highly enanti-oselective nickel-catalyzed alkylation reaction of aldehydes,using readily available alkylborons as nucleophiles.A wide variety of chiral secondary alcohols were prepared from commercially available aldehydes with high yields.The key to the excellent enantiose-lectivity and chemoselectivity was the employment of a bulky C2-symmetric chiral NHC ligand.This protocol features excellent enan-tiocontrol,mild conditions,and good functional group compatibility.

外文关键词：

Enantioselective alkylationNickel catalysisN-Heterocyclic carbeneOrganoboronsChiral alcoholsAsymmetric catalysisC-C couplingSynthetic methods

作者：

Song-Yang Liu、Zi-Chao Wang、Shi-Liang Shi

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作者单位：

College of Chemistry and Material Science,Shanghai Normal University,100 Guilin Road,Shanghai 200234,China

State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Road,Shanghai 200032,China

出版年：

2024

DOI：

10.1002/cjoc.202400288

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(18)