Litcius/Paper detail

Practical Method for Reductive Deuteration of Ketones with Magnesium and D<sub>2</sub>O

Nengbo Zhu, Min Su, Wen‐Ming Wan, Yajun Li, Hongli Bao

2020Organic Letters36 citationsDOI

Abstract

α-Deuterated alcohols have important applications in pharmaceuticals and mechanism studies. Here, we report a new and practical strategy for the reductive deuteration of ketones using a Mg/BrCH2CH2Br/D2O system, which affords α-deuterated alcohols in good yields and with almost quantitative incorporation of deuterium. The synthetic value of this method has been demonstrated by the easy access to deuterated drugs or drug derivatives. This method may inspire the discovery of other deuterium-containing drugs.

Topics & Concepts

DeuteriumChemistryCombinatorial chemistryMagnesiumReductive eliminationComputational chemistryOrganic chemistryCatalysisNuclear physicsPhysicsChemical Reactions and IsotopesAsymmetric Hydrogenation and CatalysisMass Spectrometry Techniques and Applications