Convenient, in situ generation of anhydrous hydrogen iodide for the preparation of alpha-glycosyl iodides and vicinal iodohydrins and for the catalysis of Ferrier glycosylation
[reaction: see text] Anhydrous hydrogen iodide is generated in situ by the reaction of solid iodine and a thiol. The HI thus generated has been employed for the efficient preparation of alpha-glycosyl iodides and vicinal iodohydrins from the corresponding glycosyl acetates and epoxides, respectively, and for Ferrier glycosylation of alcohols and thiols.
Chervin
SM
Department of Chemistry, University of Michigan, Ann Arbor 48109-1055, USA.
Abada
P
Koreeda
M