Efficient Synthesis of a C-Analogue of the Immunogenic Bacterial Glycolipid BbGL2

Org. Lett., 8 (25), 5765 -5768, 2006. 10.1021/ol062354m S1523-7060(06)02354-6
Web Release Date: November 10, 2006

Efficient Synthesis of a C-Analogue of the Immunogenic Bacterial Glycolipid BbGL2

Suvarn S. Kulkarni and Jacquelyn Gervay-Hague*

Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616

gervay@chem.ucdavis.edu

Received September 25, 2006

Abstract:

Synthesis of a C-analogue of bacterial glycolipid BbGL2 is reported using Grignard reaction of in situ generated

-galactosyl iodide and subsequent olefin cross metathesis reaction of C-vinyl galactoside as key steps.

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