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research article
Synthesis and L-fucosidase inhibitory potency of a cyclic sugar imine and its pyrrolidine analogue
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. (C) 2008 Elsevier Ltd. All rights reserved.
Type
research article
Web of Science ID
WOS:000259623600012
Authors
Publication date
2008
Published in
Volume
19
Start page
1829
End page
1832
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
November 30, 2010
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