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Novel highly stereospecific method of 1,2-cis-glycosylation. Synthesis of α-D-glucosyl-D-glucoses

✍ Scribed by Nikolay K. Kochetkov; Evgeny M. Klimov; Nelly N. Malysheva

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 225 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80593-1

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✦ Synopsis

Triphenylmethylium perchlorate-catalysed glycosylation of 2-, 3-, 4-, and 6-Otrityl-D-glucose derivatives kith f?-D-glucopyranosyl thiocyanates bearing a nonparticipating substituent at O-2 affords stereospecific derivatives of a-D-glucosyl-D-glucose Creation of 1,2-cis-glycosidic linkages with a high degree of stereospecificity is one of central problems of synthetic carbohydrate chemistry and its solution, despite considerable progress', 1s far from being satisfactory and general. This produces well-known diffi-

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