Attempts to synthesise alpha-C-glycosides of N-acetylgalactosamine by selective deprotection at C-2' of allyl alpha-C-galactoside 1 and subsequent amination failed, but opened the way to alpha-C-talopyranosides. The synthesis of alpha-C-glycosides of N-acetylgalactosamine was performed from allyl alpha-C-glucopyranoside 9, which was regioselectively deprotected, stereoselectively aminated at C-2', and finally epimerised at C-4'. (C) 2000 Elsevier Science Ltd. All rights reserved.
Stereoselective synthesis of alpha-C-glycosides of N-acetylgalactosamine / L. Cipolla, B. La Ferla, L. Lay, F. Peri, F. Nicotra. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 11:1(2000), pp. 295-303. [10.1016/S0957-4166(99)00480-2]
Stereoselective synthesis of alpha-C-glycosides of N-acetylgalactosamine
L. Lay;
2000
Abstract
Attempts to synthesise alpha-C-glycosides of N-acetylgalactosamine by selective deprotection at C-2' of allyl alpha-C-galactoside 1 and subsequent amination failed, but opened the way to alpha-C-talopyranosides. The synthesis of alpha-C-glycosides of N-acetylgalactosamine was performed from allyl alpha-C-glucopyranoside 9, which was regioselectively deprotected, stereoselectively aminated at C-2', and finally epimerised at C-4'. (C) 2000 Elsevier Science Ltd. All rights reserved.
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