title: A Reverse Strategy for synthesis of nucleosides based on n-pentenyl orthoester donors.
abstract: Strategically derivatized NPOE glycosyl donors, are able to efficiently glycosylate silylated nucleobases under mild conditions, even as low as -78 °C if necessary. Ensuring trans-1,2 glycosylation, thus permitting, unlike classical procedures, a Reverse Strategy for the synthesis of ribonucleosides, where glycosylation occurs late, rather than early, and convergency is optimized.
authors.affiliation: Natural Products and Glycotechnology Research Institute Inc., 595 F Weathersfield Road, Pittsboro, NC 27312, USA. dglucose@aol.com
authors.forename: Bert
authors.initials: B
authors.lastname: Fraser-Reid
authors.forename: Parimala
authors.initials: P
authors.lastname: Ganney
authors.forename: Changalvala V S
authors.initials: CV
authors.lastname: Ramamurty
authors.forename: Ana M
authors.initials: AM
authors.lastname: Gómez
authors.forename: J Cristóbal
authors.initials: JC
authors.lastname: López
mesh_terms: D004952:Esters; D006031:Glycosylation; D012263:Ribonucleosides / Q000737:chemistry*; D012825:Silicon / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D004952:Esters; D012263:Ribonucleosides; D012825:Silicon