Jump to main content
Jump to site search

Issue 40, 2012
Previous Article Next Article

Synthesis of β-C-galactosyl D- and L-alanines

Author affiliations

Abstract

Synthesis of β-C-D-galactosyl D- and L-alanines is carried out via a highly stereoselective Grignard reaction of glycosyl iodides, Sharpless dihydroxylation and SN2 displacement of the corresponding mesylate or tosylate. Alternatively, attempted triflation of the intermediate alcohols triggers a stereoselective debenzylative cyclization leading to interesting bicyclic trans-fused compounds.

Graphical abstract: Synthesis of β-C-galactosyl d- and l-alanines

Back to tab navigation

Supplementary files

Publication details

The article was received on 04 Jun 2012, accepted on 16 Aug 2012 and first published on 21 Aug 2012


Article type: Paper
DOI: 10.1039/C2OB26078F
Citation: Org. Biomol. Chem., 2012,10, 8132-8139
  •   Request permissions

    Synthesis of β-C-galactosyl D- and L-alanines

    V. N. Thota, J. Gervay-Hague and S. S. Kulkarni, Org. Biomol. Chem., 2012, 10, 8132
    DOI: 10.1039/C2OB26078F

Search articles by author

Spotlight

Advertisements