THE EFFECT OF REPLACING A 3-O-ACETYL GROUP BY A 3-O-BENZY; GROUP IN A METHYL 4-O-TRITYL-β-D-XYLOPYRANOSIDE DERIVATIVE ON THE EFFICIENCY OF 1,2-trans-GLYCOSYLATION WITH A D-XYLOSE 1,2-O-(1-CYANOETHYLIDENE) DERIVATIVE

Article abstract of DOI:10.1016/0008-6215(89)85042-6

Replacement of AcO-3 in methyl 2,3-di-O-acetyl-4-O-trityl-β-D-xylopyranoside with a benzyl group greatly increases the 1,2-trans-stereoselectivity of glycosylation with D-xylopyranose 1,2-O-(1-Cyanoethylidene) derivative.Anomerisation of methyl 2-O-benzyl-β-D-xylopyranoside derivatives occured under the action of triphenylmethylium perchlorate.