Synthesis of beta-C-galactosyl D- and L-alanines
DSpace at IIT Bombay
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Title |
Synthesis of beta-C-galactosyl D- and L-alanines
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Creator |
THOTA, VN
GERVAY-HAGUE, J KULKARNI, SS |
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Subject |
GLYCOSYL AMINO-ACIDS
STEREOSELECTIVE-SYNTHESIS ARTIFICIAL GLYCOPEPTIDES GENERAL-SYNTHESIS RADICAL-ADDITION ALCOHOLS ROUTE TETRAHYDROFURANS FURANOSIDES CYCLIZATION |
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Description |
Synthesis of beta-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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Publisher |
ROYAL SOC CHEMISTRY
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Date |
2014-10-14T13:37:50Z
2014-10-14T13:37:50Z 2012 |
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Type |
Article
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Identifier |
ORGANIC & BIOMOLECULAR CHEMISTRY, 10(40)8132-8139
http://dx.doi.org/10.1039/c2ob26078f http://dspace.library.iitb.ac.in/jspui/handle/100/14519 |
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Language |
en
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