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.
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
Pedro A
PA
Colinas
Rodolfo D
RD
Bravo
D006031:Glycosylation; D013449:Sulfonamides / Q000737:chemistry*
D013449:Sulfonamides