A novel sulfonamidoglycosylation of glycals.
[reaction: see text] The sulfonamidoglycosylation of benzylated glycals using a catalytic amount of triphenylphosphine hydrobromide proceeded in a highly stereoselective fashion to give the beta anomers with good to high yields. This process was demonstrated with d-galactal and d-glucal. Two of the new N-2-(deoxyglycosyl)sulfonamides were tested as inhibitors of tumor cell growth in vitro and showed antiproliferative properties in the micromolar range.
Colinas
Pedro A
PA
Laboratorio de Estudio de Compuestos Orgánicos (LADECOR), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115 1900 La Plata, Argentina. pcolinas@quimica.unlp.edu.ar
Bravo
Rodolfo D
RD
D006031:Glycosylation; D013449:Sulfonamides / Q000737:chemistry*
D013449:Sulfonamides