4.5 Review

Fukuyama reduction, Fukuyama coupling and Fukuyama-Mitsunobu alkylation: recent developments and synthetic applications

Journal

MOLECULAR DIVERSITY
Volume 26, Issue 1, Pages 589-628

Publisher

SPRINGER
DOI: 10.1007/s11030-021-10194-7

Keywords

Fukuyama coupling; Fukuyama reduction; Fukuyama-Mitsunobu alkylation; Aldehydes; Thioesters

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The Fukuyama reaction is an important method for the synthesis of multifunctional aldehydes, secondary amines, and ketones due to its mild reaction conditions. The use of thioesters in this reaction is attractive for organic chemists as they are easily accessible from corresponding carboxylic acids. The Fukuyama-Mitsunobu reaction utilizes 2-nitrobenzenesulfonyl (Ns) for the protection/activation/deprotection of primary amines to afford secondary amines in good yields and high enantioselectivities.
Fukuyama reaction for the synthesis of multifunctional aldehydes, secondary amines and ketones has gained considerable importance in synthetic organic chemistry because of mild reaction conditions. The use of thioesters in both Fukuyama aldehydes and ketones synthesis is highly attractive for organic chemists as they are easily accessible from corresponding carboxylic acids. Fukuyama-Mitsunobu reaction utilizes 2-nitrobenzenesulfonyl (Ns) for the protection/activation/deprotection of primary amines to afford secondary amines in good yields and high enantioselectivities. This review presents recent synthetic developments and applications of Fukuyama reaction for the synthesis of aldehydes, secondary amines and ketones. Graphic abstract

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