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. 2012 Aug 20;51(34):8652-5.
doi: 10.1002/anie.201202092. Epub 2012 Jul 25.

Enantioselective allylic thioetherification: the effect of phosphoric acid diester on iridium-catalyzed enantioconvergent transformations

Markus Roggen  1 , Erick M Carreira
Affiliations

Enantioselective allylic thioetherification: the effect of phosphoric acid diester on iridium-catalyzed enantioconvergent transformations

Markus Roggen et al. Angew Chem Int Ed Engl. .

Erratum in

  • Angew Chem Int Ed Engl. 2014 Jan 7;53(2):348

Abstract

You'll take the high road and I'll take the low road: Enantioenriched allylic thioethers have been synthesized from chiral racemic allylic alcohols. The combination of an Ir-(P,alkene) complex and dibutyl phosphoric acid are required to attain high selectivities. Mechanistic studies uncover an enantioconvergent transformation in which substrate enantiomers react along different pathways to give the same product (see scheme; cod=1,5-cyclooctadiene).

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