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Synthesis and l-fucosidase inhibitory potency of a cyclic sugar imine and its pyrrolidine analogue
- Source :
-
Tetrahedron: Asymmetry . Aug2008, Vol. 19 Issue 15, p1829-1832. 4p. - Publication Year :
- 2008
-
Abstract
- 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. [Copyright &y& Elsevier]
- Subjects :
- *CHEMICAL reactions
*IMINOSUGARS
*IMINES
*PYRROLIDINE
Subjects
Details
- Language :
- English
- ISSN :
- 09574166
- Volume :
- 19
- Issue :
- 15
- Database :
- Academic Search Index
- Journal :
- Tetrahedron: Asymmetry
- Publication Type :
- Academic Journal
- Accession number :
- 33886653
- Full Text :
- https://doi.org/10.1016/j.tetasy.2008.06.019