Stereocontrolled route to 3-amino-2,3,6-trideoxy-hexopyranoses. K-10 Montmorillonite as a glycosidation reagent for acosaminide synthesis
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 15,p. 1171-1172
- https://doi.org/10.1039/c39870001171
Abstract
A stereoselective synthesis of methyl (or benzyl) 3-azido-2,3,6-trideoxy-α-L-arabino-hexopyranoside from di-O-acetyl-L-rhamnal is reported; it proceeds via addition of hydrazoic acid to a hex-2-enopyranose, followed by acetylation and glycosidation with the appropriate alcohol, in the presence of K-10 montmorillonite as catalyst.Keywords
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