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

Mol Divers. 2022 Feb;26(1):589-628. doi: 10.1007/s11030-021-10194-7. Epub 2021 Feb 11.

Abstract

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.

Keywords: Aldehydes; Fukuyama coupling; Fukuyama reduction; Fukuyama–Mitsunobu alkylation; Thioesters.

Publication types

  • Review

MeSH terms

  • Aldehydes*
  • Alkylation
  • Amines*
  • Carboxylic Acids
  • Catalysis
  • Ketones

Substances

  • Aldehydes
  • Amines
  • Carboxylic Acids
  • Ketones