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Nickel-Catalyzed Decarboxylative Coupling of Redox-Active Esters with Aliphatic Aldehydes

Jichao Xiao, Zhenning Li and John Montgomery*

*Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48108-1055, United States, Email:

J. Xiao, Z. Li, J. Montgomery, J. Am. Chem. Soc., 2021, 143, 21234-21240.

DOI: 10.1021/jacs.1c11170

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A nickel-catalyzed reductive coupling of redox-active esters with aliphatic aldehydes using zinc metal as the reducing agent provides silyl-protected secondary alcohols. This protocol is operationally simple, proceeds under mild conditions, and tolerates a variety of functional groups.

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proposed mechanism

Key Words

1,2-addition, silyl ethers, zinc

ID: J48-Y2021