Literature DB >> 22961309

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

V Narasimharao Thota1, Jacquelyn Gervay-Hague, Suvarn S Kulkarni.   

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 S(N)2 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.

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Year:  2012        PMID: 22961309      PMCID: PMC4492545          DOI: 10.1039/c2ob26078f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  18 in total

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9.  Trichloroisocyanuric/TEMPO oxidation of alcohols under mild conditions: a close investigation.

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  2 in total

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Journal:  Org Biomol Chem       Date:  2015-11-07       Impact factor: 3.876

2.  C-glycosphingolipid precursors via iodocyclization of homoallyic trichloroacetimidates.

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  2 in total

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