Biomimetic Oxidative Carbene Catalysis: Enabling Aerial Oxygen as a Terminal Oxidant
Journal article, 2017

Oxidative carbene catalysis is a quickly growing field in organic synthesis. However, these catalytic protocols traditionally rely on the stoichiometric addition of a high-molecular-weight oxidant, providing these reactions with a high E-factor. Here, we review efforts to replace high-molecular-weight oxidants with oxygen using a biomimetic system of coupled electron-transfer mediators. Two reactions are discussed: the aerobic oxidative esterification of aldehydes and the aerobic oxidative NHC-catalyzed enantioselective formation of dihydropyranones.

asymmetric synthesis

green chemistry

­organocatalysis

NHC - aerobic oxidation - oxygen

biomimetic synthesis

Author

Anton Axelsson

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry, Organic Chemistry

Linda Ta

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry, Organic Chemistry

Henrik Sundén

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry, Organic Chemistry

Synlett

0936-5214 (ISSN) 1437-2096 (eISSN)

Vol. 28 08 873-878

Subject Categories

Chemical Sciences

Organic Chemistry

DOI

10.1055/s-0036-1588395