6533b857fe1ef96bd12b43af

RESEARCH PRODUCT

Catalytic Enantioselective α-Oxysulfonylation of Ketones Mediated by Iodoarenes

Thomas WirthBernhard WitulskiBernhard WitulskiEdward James HollandUmal MohammedShauna M. ParadineShauna M. ParadineChristine RichterChristine RichterRobert D. RichardsonSabine AltermannRuth K. SchmidtRuth K. SchmidtA. Masih BaharA. Masih BaharT. Keri PageAndrew N. FrenchAndrew N. French

subject

ChemistryOrganocatalysisReagentYield (chemistry)Organic ChemistryEnantioselective synthesisHypervalent moleculeOrganic chemistryPhysical and Theoretical ChemistryRedoxStoichiometryCatalysis

description

The alpha-oxysulfonylation of ketones catalysed by enantioenriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective organocatalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions.

https://doi.org/10.1002/ejoc.200800741