Asymmetric synthesis of nucleosides via molybdenum-catalyzed alkynol cycloisomerization coupled with stereoselective glycosylations of deoxyfuranose glycals and …

FE McDonald, MM Gleason

Index: McDonald, Frank E.; Gleason, Mark M. Journal of the American Chemical Society, 1996 , vol. 118, # 28 p. 6648 - 6659

Full Text: HTML

Citation Number: 133

Abstract

Deoxygenated furanose glycals were efficiently prepared by molybdenum pentacarbonyl- catalyzed cycloisomerization of alkynyl alcohols, which were easily prepared in chiral nonracemic form by short synthetic sequences featuring asymmetric epoxidations of commercially available allylic alcohols. The cycloisomerization reaction was demonstrated to be compatible with ester and amide functional groups. A 2, 3-dideoxyfuranose glycal ...