Complete regio- and stereoselectivity control in the halohydroxylation of non-activated allenes mediated by a remote sulfinyl group.
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.
Ruano
José Luis García
JL
Departamento de Química Orgánica (C-I), Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain. joseluis.garcia.ruano@uam.es
Marcos
Vanesa
V
Alemán
José
J