Methyl α-D-glucopyranoside, methyl α-D-mannopyranoside and methyl β-D-galactopyranoside bound on O-6 to a copolystyrene-DVB resin through a trityl ether linker, have been regioselectively acylated with benzoyl chloride after treatment with Bu2SnO and stannylene formation on solid phase. The benzoylation reactions proved to be highly regioselective affording 2-O benzoyl derivatives for glucose and 3-O benzoyl derivatives for galactose and mannose with high yield. (C) 2000 Elsevier Science Ltd.
Peri, F., Cipolla, L., & Nicotra, F. (2000). Tin-mediated regioselective acylation of unprotected sugars on solid phase. TETRAHEDRON LETTERS, 41(44), 8587-8590.
Citazione: | Peri, F., Cipolla, L., & Nicotra, F. (2000). Tin-mediated regioselective acylation of unprotected sugars on solid phase. TETRAHEDRON LETTERS, 41(44), 8587-8590. |
Tipo: | Articolo in rivista - Articolo scientifico |
Carattere della pubblicazione: | Scientifica |
Titolo: | Tin-mediated regioselective acylation of unprotected sugars on solid phase |
Autori: | Peri, F; Cipolla, L; Nicotra, F |
Autori: | |
Data di pubblicazione: | 2000 |
Lingua: | English |
Rivista: | TETRAHEDRON LETTERS |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/S0040-4039(00)01492-1 |
Appare nelle tipologie: | 01 - Articolo su rivista |