479352-40-4Relevant academic research and scientific papers
A new procedure for highly regio- and stereoselective iodoacetoxylation of protected glycals and α-1,2-cyclopropanated sugars
Gammon, David W.,Kinfe, Henok H.,De Vos, Dirk E.,Jacobs, Pierre A.,Sels, Bert F.
, p. 141 - 157 (2007)
Protected glycals and -1,2-cyclopropanated sugars were converted in high yields and selectivities in less than 2h at low temperatures to 2-deoxy-2-iodoglycosyl acetates or novel 2-deoxy-2-iodomethylglycosyl acetates using the simple, inexpensive reagent m
A simple, efficient alternative for highly stereoselective iodoacetoxylation of protected glycals
Gammon, David W.,Kinfe, Henok H.,De Vos, Dirk E.,Jacobs, Pierre A.,Sels, Bert F.
, p. 9533 - 9536 (2007/10/03)
Protected glycals are converted in high yields and selectivities in less than 2 h at low temperatures to 2-deoxy-2-iodoglycosyl acetates using the simple, inexpensive reagent mixture of ammonium iodide, hydrogen peroxide and acetic anhydride/acetic acid in acetonitrile. The corresponding 2-deoxy-2-bromoglycosyl acetates are obtained using ammonium bromide instead of the iodide, although longer reaction times are required and selectivities are inferior.
Concerning the Origin of the High β-Selectivity of Glycosidation Reactions of 2-Deoxy-2-iodo-glucopyranosyl Trichloroacetimidates
Chong, Pek Y.,Roush, William R.
, p. 4523 - 4526 (2007/10/03)
(Matrix Presented) Studies on the glycosidation reactions of conformationally constrained glycosyl imidates 8a and 8b were performed to evaluate the possible involvement of "conformationally inverted" oxonium ion intermediates in glycosidation reactions w
