Preparation of alpha-sulfenyl enones by thermal fragmentation of beta-sulfenyl enol triflates.
[reaction: see text] The synthetic scope and mechanism of the fragmentation of cyclic beta-sulfenyl enol triflates to give alpha-sulfenyl enones are described. This transformation is the central step in a mild, functional group-tolerant method for preparing alpha-sulfenyl enones.
Hynes
John
J
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92612-2025, USA.
Nasser
Talal
T
Overman
Larry E
LE
Watson
Donald A
DA
D008698:Mesylates / Q000737:chemistry*; D013416:Sulfamerazine / Q000737:chemistry*
D008698:Mesylates; C012049:sulfaperine; C012077:trifluoromethanesulfonic acid; D013416:Sulfamerazine