Highly chemoselective oxidation of dithioester enethiolates to sulfenates: application to the synthesis of ketene dithioacetal s-oxides.
Enethiolates derived from dithioesters were efficiently converted into the corresponding vinyl sulfenates by oxidation with a unique N-sulfonyloxaziridine 1a derived from pinacolone. Subsequent alkylation with alkyl halides led to ketene dithioacetal S-oxides in good to excellent yields.
Sandrinelli
Franck
F
Laboratoire de Chimie Moléculaire et Thio-organique (UMR CNRS 6507), ENSICaen-Université de Caen Basse-Normandie, 6 Boulevard du Maréchal Juin, 14050 Caen, France.
Fontaine
Gaëlle
G
Perrio
Stéphane
S
Beslin
Pierre
P