Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1345014 | Tetrahedron: Asymmetry | 2008 | 4 Pages |
Abstract
The synthesis of a fully deprotected ketimine-type iminosugar is reported, starting from commercial d-mannose diacetonide. An appropriate solvent system was critical for the success of the key tandem addition/cyclization reaction. Reduction of the imine was also achieved to yield the corresponding pyrrolidine in a stereoselective manner. The cyclic sugar imine displayed modest fucosidase inhibitory activity when compared to the saturated analogue.
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Jean-Bernard Behr, Morwenna S.M. Pearson, Claudia Bello, Pierre Vogel, Richard Plantier-Royon,