✦ LIBER ✦

Stereoselective synthesis of α-linked saccharides by use of per O-benzylated 2-pyridyl 1-thio hexopyranosides as glycosyl donors and methyl iodide as an activator

✍ Scribed by Hari Babu Mereyala; G Venugopal Reddy

Book ID: 104204087
Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 817 KB
Volume: 47
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)86571-6

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✦ Synopsis

A new, practical, stereoselectJve glycosJdatJon methodology is descrJbed where per c-benzylated Z-pyrJdy1 I-thJo-a/Bhexopyranosyl donors of &-gluco-(I), D-galacto-(2), D-manno-(3) and L-rhamno-(4) confJgurations have been effJc&tly coupled cth dJverse sugar zohols (6,8-11) on actJvatJon by methyl Iodide to obtain the a-linked disaccharides (7,12-19). Coupling of donor 1 wJth the disaccharide acceptor 20 and the disaccharide donor 5 with 8 to obtain ctlinked trJsaccharJdes 21 and 22 is also described. A possJble mecha-nJsm for the a-selectivity IS also dIscussed.

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