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Details for article 121 of 178 found articles
| Title: |
Studies on Glycosides XVI. The Use of Mannosyl Trichloroacetate in the Synthesis of α-Mannosides and Related Oligosaccharides |
| Author: |
Li, Zhong-Jun Huang, He-Qing Cai, Meng-Shen |
| Appeared in: |
Journal of carbohydrate chemistry |
| Paging: | Volume 15 (1996) nr. 4 pages 501-506 |
| Year: |
1996-05-01 |
| Contents: |
Much attention has been focused on the stereoselective synthesis of glycosides and oligosaccharides, not only for the preparation of natural products,1 but also for the homologation of sugars to serve as chiral templates for more complex synthetic targets.2 Most current methods for the preparation of glycosides are based on the activation of a leaving group at the anomeric centre.3 A wide range of (potential) leaving groups has been proposed. Some of them are stable in the absence of a suitable promoter and function as a temporary protecting group; others are very reactive.3 The trifluoroacetoxyl group was found to be a good leaving group at the anomeric position and C, O, S and N-glycosides,4 and oligosaccharides5 were synthesized with high stereoselectivity in our laboratory using derivatives that contain this group. However the glycosyl trifluoroacetates were found to be too reactive, and new glycosyl donors containing the trichloroacetoxy leaving group were studied. We now report a stereoselective and mild method for the synthesis of α-mannosides and related oligosaccharides from benzylated mannopyranosyl trichloroacetate (1). |
| Publisher: |
Taylor & Francis |
| Source file: |
Elektronische Wetenschappelijke Tijdschriften |
Details for article 121 of 178 found articles
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