Covalent Versus Non-covalent (Biocatalytic) Approaches for Enantioselective Sulfoxidation Catalyzed by Corrole Metal Complexes
Cat. Sci. Technol. 2011, 1, 578, 10.1039/c1cy00046b
Oxidation of thioanisoles, catalyzed by chiral manganese(III) and iron(III) corroles, provides the corresponding sulfoxides in moderate chemical yields and low enantioselectivities. Biocatalysis by non-chiral albumin-associated manganese(III) corroles proceeds much better and allows for the enantioselective synthesis of the pharmacologically important R-modafinil, in 88% yield and 73% ee.
Metal: MnLigand type: CorroleHost protein: Rabbit serum albumin (RSA)Anchoring strategy: SupramolecularOptimization: Chemical & geneticReaction: SulfoxidationMax TON: 45ee: 70PDB: ---Notes: ---