Chemoselective Reduction and Alkylation of Carbonyl Functions Using Phosphonium Salts as an in Situ Protecting Groups

Chem Pharm Bull (Tokyo). 2017;65(1):10-18. doi: 10.1248/cpb.c16-00222.

Abstract

Recent progress in the chemoselective reduction and alkylation of carbonyl functions using our in situ protection method is described. Methods that enable reversal or control of the reactivity of a carbonyl functional group are potentially useful. They open up new areas of synthetic organic chemistry and change the concept of retrosynthesis because they remove the need for complicated protection/deprotection sequences. In this account, we discuss the strategy and applications of our in situ protection method using phosphonium salts.

Publication types

  • Review

MeSH terms

  • Aldehydes / chemical synthesis*
  • Aldehydes / chemistry
  • Alkylation
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Molecular Structure
  • Organophosphorus Compounds / chemistry*
  • Oxidation-Reduction
  • Salts / chemistry
  • Stereoisomerism

Substances

  • Aldehydes
  • Ketones
  • Organophosphorus Compounds
  • Salts