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Different reactivities of acetylated exo- and endo-cyanoethylidene derivatives in glycosylation reactions

✍ Scribed by Cristina Vicent; Jose-Miguel Coteron; Jesus Jimenez-Barbero; Manuel Martin-Lomas; Soledad Penades

Publisher: Elsevier Science
Year: 1989
Tongue: English
Weight: 469 KB
Volume: 194
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(89)85016-5

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✦ Synopsis

The condensation of acetylated I-(endo-cyano)ethylidene derivatives having the D-&TO, D-xylo, and D-@&CtO configurations

(2-6) with a primary (8) and a secondary (9) trityl derivative was more rapid than for the corresponding exoisomers. This difference in reactivity is explained on the basis of differences in conformation.

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