Complete Regio‐ and Stereoselectivity Control in the Halohydroxylation of Non‐activated Allenes Mediated by a Remote Sulfinyl Group

Abstract

No hurdle is too high: The regioselectivity and stereoselectivity of the halohydroxylation of non-activated allenes are controlled by a remote sulfinyl group through anchimeric assistance (see scheme). The resulting halohydrines are excellent chiral targets for the preparation of optically pure propargylic alcohols and Baylis-Hillman-type products.