Stereoselective Cyclopropanation in the Synthesis of 3′-Deoxy-3′-C-hydroxymethyl-2′,3′-methylene-uridine

Autor: Montserrat Shelbourne, Benjamin Alexander Mayes, Alistair Stewart, Alexander Yurek-George, Alexander C. Weymouth-Wilson, Laura Wallis, Andrew J. Tyrrell, Zofia Komsta, Adel Moussa
Rok vydání: 2014
Předmět:
Zdroj: Organic Letters. 16:4878-4880
ISSN: 1523-7052
1523-7060
DOI: 10.1021/ol502383c
Popis: The synthesis of the novel 2',3'-cyclopropane nucleoside 3'-deoxy-3'-C-hydroxymethyl-2',3'-methylene-uridine is described. Stereoselective construction of the cyclopropane ring was achieved via Simmons-Smith cyclopropanation of a benzyl protected silyl enol ether, which was itself derived from 1,2-O-isopropylidene-α-D-xylofuranose.
Databáze: OpenAIRE