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Issue 24, 2014
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Synthesis of pyrrolidine iminosugars, (−)-lentiginosine, (−)-swainsonine and their 8a-epimers from d-glycals

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Abstract

Synthesis of pyrrolidine iminosugars has been described from D-glycals via dihydroxylation, oxidative cleavage and double nucleophilic displacement as the key steps. The pyrrolidines obtained have been utilized for the synthesis of important bicyclic iminosugars, viz. (−)-lentiginosine and (−)-swainsonine and their 8a-epimers, which are known to be glycosidase inhibitors.

Graphical abstract: Synthesis of pyrrolidine iminosugars, (−)-lentiginosine, (−)-swainsonine and their 8a-epimers from d-glycals

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Publication details

The article was received on 12 Dec 2013, accepted on 17 Jan 2014 and first published on 20 Jan 2014


Article type: Paper
DOI: 10.1039/C3RA47555G
RSC Adv., 2014,4, 12555-12567

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    Synthesis of pyrrolidine iminosugars, (−)-lentiginosine, (−)-swainsonine and their 8a-epimers from D-glycals

    A. A. Ansari and Y. D. Vankar, RSC Adv., 2014, 4, 12555
    DOI: 10.1039/C3RA47555G

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