85895-36-9Relevant academic research and scientific papers
Anodic gem-Difluorination of Dithioacetals
Yoshiyama, Tomonori,Fuchigami, Toshio
, p. 1995 - 1998 (1992)
Anodic desulfurization of dithioacetals of ketones in the presence of Et3N*3HF provided the corresponding gem-difluorocompounds while dithioacetals of aromatic and aliphatic aldehydes gave gem-difluorothioethers and monofluoro thioether, respectively.
A Simple and Convenient Method for the Cleavage of Dithioacetals to the Corresponding Carbonyl Compounds
Cossy, J.
, p. 1113 - 1115 (2007/10/02)
Carbonyl compounds were regenerated in high yields when corresponding diphenyl and diethyl dithioacetals were treated with a mixture of m-chloroperoxybenzoic acid/trifluoroacetic acid in dichloromethane.
A CONVENIENT SYNTHESIS OF VINYL SULFIDES
Rodriguez, Abimael D.,Nickon, Alex
, p. 4443 - 4448 (2007/10/02)
Dithioketals are converted in good yields to vinyl sulfides by action of diethylzinc and methylene iodide.The reaction has been successfully applied to dialkyl and diaryl dithioketals, to spirocyclic analogs, and to a dithioacetal.A monothioketal produced a vinyl ether (enol ether) with the same reagent.
ENOL THIOETHERS AS ENOL SUBSTITUTES. AN ALKYLATION SEQUENCE.
Trost,Lavoie
, p. 5075 - 5090 (2007/10/02)
Ionic bromination of enol phenyl thiolethers forms predominantly to exclusively 2-(phenylthio)-3-bromo-1-alkenes, an enolonium equivalent. The allylic bromide participates in displacements with stabilized and nonstabilized nucleophiles. The ability to hydrolyze the enol thioethers to their corresponding ketones equates this sequence to an equivalence of an enolonium ion. The versatility of the sulfur in selective introduction of allylic hydroxyl and amino groups as well as the ability to directly replace the sulfur substituent by hydrogen or alkyl imparts special significance to this approach. The sequence is highly regio-and chemoselective. Applications include the synthesis of lanceol and bisabolene and the introduction of steroid side chains.
