| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1389448 | Carbohydrate Research | 2006 | 9 Pages |
Abstract
Competitive glycosylation experiments with a galactofuranosyl trichloroacetimidate donor were performed with glucosamine acceptors having a free 4-OH group and carrying different protecting groups at N-2, O-3, and O-6. The most reactive acceptor is the N-dimethylmaleimido 3,6-di-O-benzylated derivative (6c), which reacts even faster than the oxazolidinone 1a. Molecular orbital calculations have helped to rationalize these experimental facts in terms of a hard–hard reaction occurring between the donor and the acceptor.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
María L. Bohn, María I. Colombo, Carlos A. Stortz, Edmundo A. Rúveda,