One-Pot Sequential Hydrogen Isotope Exchange/Reductive Deuteration for the Preparation of α,β-Deuterated Alcohols using Deuterium Oxide

Org Lett. 2022 Jul 29;24(29):5319-5323. doi: 10.1021/acs.orglett.2c01940. Epub 2022 Jul 20.

Abstract

An efficient one-pot sequential hydrogen isotope exchange (HIE)/reductive deuteration approach was developed for the preparation of α,β-deuterated alcohols using ketones as the precursors. The HIE step can also be used for the synthesis of α-deuterated ketones. This method has been applied in the synthesis of four deuterated drug and MS internal standards.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols*
  • Deuterium
  • Deuterium Oxide
  • Hydrogen*
  • Ketones

Substances

  • Alcohols
  • Ketones
  • Hydrogen
  • Deuterium
  • Deuterium Oxide