Highly regioselective gold-catalyzed formal hydration of propargylic gem-difluorides.

Autor: Hamel JD; CCVC, PROTEO, Département de chimie, 1045 avenue de la Médecine, Université Laval, Québec, Québec, Canada G1V 0A6. jean-francois.paquin@chm.ulaval.ca., Hayashi T, Cloutier M, Savoie PR, Thibeault O, Beaudoin M, Paquin JF
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2017 Nov 29; Vol. 15 (46), pp. 9830-9836.
DOI: 10.1039/c7ob02406a
Abstrakt: Herein, we report a highly regioselective gold-catalyzed formal hydration of propargylic gem-difluorides. Not only does this transformation provide access to versatile fluorinated building blocks that were difficult or hardly possible to access beforehand, but it also represents a rare case of a highly regioselective gold-catalyzed hydroalkoxylation of internal alkynes and puts forward the utility of the difluoromethylene unit as a directing group in catalysis.
Databáze: MEDLINE