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Issue 47, 2018
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Direct and highly stereoselective synthesis of quinolizidine iminosugars promoted by L-proline-Et3N

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Abstract

A mild and effective method for the synthesis of polyhydroxylated quinolizidine iminosugars is described. The Mannich-type reaction of iminosugar C-glycosides with aldehyde in the presence of L-proline-Et3N provides polyhydroxylated quinolizidine iminosugars, and desired products as the potential glucosidase inhibitors were obtained in good to excellent yields with excellent stereoselectivity.

Graphical abstract: Direct and highly stereoselective synthesis of quinolizidine iminosugars promoted by l-proline-Et3N

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Publication details

The article was received on 10 Aug 2018, accepted on 20 Nov 2018 and first published on 22 Nov 2018


Article type: Paper
DOI: 10.1039/C8OB01953C
Citation: Org. Biomol. Chem., 2018,16, 9230-9236
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    Direct and highly stereoselective synthesis of quinolizidine iminosugars promoted by L-proline-Et3N

    W. Yuan, Y. Pan, X. Zhang, P. Liang, J. Zhang, W. Jiao and H. Shao, Org. Biomol. Chem., 2018, 16, 9230
    DOI: 10.1039/C8OB01953C

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