Stereoselective synthesis of - and -1,2-diols from diketo sulfides via -3,4-dihydroxythiolanes
作者:Juzo Nakayama、Shoji Yamaoka、Masamatsu Hoshino
DOI:10.1016/s0040-4039(00)95425-x
日期:1987.1
Intramolecular reductive coupling reaction of a series of diketo sulfides () by a low-valent titanium reagent at 0 °C in tetrahydrofuran leads to -3,4-dihydroxythiolanes () exclusively in 67–89% yields. Desulfurization of by Raneynickel in ethanol affords either - or or -1,2-diols () in 51–82% yields.
Preparation of Dehydrothiopyran-3-ones by Aldol Condensation of Diketo Sulfides and Acid-catalyzed Rearrangement of Ketol Intermediates Leading to Thiolan-3-one Derivatives