Departamento de Química Orgánica (C‐I), Universidad Autónoma de Madrid, Cantoblanco, 28049‐Madrid (Spain), Fax: (+34)?91‐497‐466
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.