Selective oxidation of alcohol-d1 to aldehyde-d1 using MnO2

Abstract

The selective oxidation of alcohol-d₁ to prepare aldehyde-d₁ was newly developed by means of NaBD₄ reduction/activated MnO₂ oxidation. Various aldehyde-d₁ derivatives including aromatic and unsaturated aldehyde-d₁ can be prepared with a high deuterium incorporation ratio (up to 98% D). Halogens (chloride, bromide, and iodide), alkene, alkyne, ester, nitro, and cyano groups in the substrates are tolerated under the mild conditions.