D. G. Mccarthy, C. C. Collins, J. O'driscoll
1999
Citations
0
Influential Citations
7
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
Phenylthio-substituted 4,5-dihydrofuran-3(2H)-ones were converted into α-chlorosulfides in a highly diastereoselective manner with sulfuryl chloride. Treatment of the chlorides with stoichiometric amounts of Lewis acids gave furan-3(2H)-one products resulting from elimination and aryl group migrations. Similar behaviour was observed with an α-acetoxy sulfide derivative. The X-ray crystal structures of a representative α-chlorosulfide and of a novel, ring sulfenylated product were determined.