174784-03-3Relevant academic research and scientific papers
Synthesis of cyclic sulfides and allylic sulfides by phenylsulfanyl (PhS-) migration of β-hydroxy sulfides
Eames, Jason,Warren, Stuart
, p. 2783 - 2790 (2007/10/03)
New routes to cyclic and spirocyclic sulfides involve aldol reactions of dithioesters or chemoselective Mitsunobu reactions of 1,/i-diols to give 2-hydroxyalkyl sulfides with a terminal SH group. Treatment with acid gives unrearranged cyclic sulfides, or by rearrangement with PhS-migration, spirocyclic thiolanes and allylic sulfides in almost quantitative yield. We comment on the effect of the chain length on the mode of cyclisation and on the surprising differences between an OH group and an SH group as nucleophile towards an episulfonium ion. The Royal Society of Chemistry 1999.
Synthesis of cyclic sulfides using phenylthio migration
Eames, Jason,Jones, Ray V. H.,Warren, Stuart
, p. 707 - 710 (2007/10/02)
New routes to cyclic and spirocyclic sulfides involve aldol reactions of dithioesters or chemoselective Mitsunobu reactions on diols to give 2-hydroxyalkyl sulfides with a terminal SH group. Treatment with acid gives cyclic sulfides, or by rearrangement with S migration, spirocyclic sulfides or allylic sulfides in good yield.
