Thiomidoyl approach to the synthesis of α-sialosides |
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| Institution: | 1. Université de Rennes 1, Institut des Sciences Chimiques de Rennes, CNRS UMR 6226, Avenue du Général Leclerc, 35042 Rennes Cedex, France;2. UMR 892 INSERM/6299 CNRS/Université de Nantes, Team 8 “Cell Survival and Tumor Escape in Breast Cancer”, Institut de Recherche Thérapeutique de l''Université de Nantes, 8 quai Moncousu, BP 70721, 44007 Nantes Cedex 1, France;3. Institut de Cancérologie de l''Ouest, Centre de Lutte contre le Cancer René Gauducheau, Boulevard Jacques Monod, 44805 Saint Herblain-Nantes Cedex, France;4. Plateforme IMPACT, Biogenouest Institut de Recherche Thérapeutique de l''Université de Nantes, 8 quai Moncousu, BP 70721, 44007 Nantes Cedex 1, France;5. Bioprojet-Biotech, 4 rue du Chesnay Beauregard, BP 96205, 35762 Saint Grégoire, France;1. Department of Chemistry, Faculty of Science, Taibah University, P.O. Box 30002, Al-Madinah Al-Munawarah, Saudi Arabia;2. Organic Structural Chemistry Laboratory, Synthesis and Physico-Chemical Studies, Chemistry Department, Faculty of Science of Tunis, University of Tunis El Manar, 2092 Tunis, Tunisia;1. Department of Chemistry, College of Staten Island, City University of New York, 2800 Victory Boulevard, Staten Island, NY 10314, USA;2. Ph.D. Program in Chemistry, The Graduate Center of City University of New York, 365 Fifth Avenue, New York, NY 10016, USA |
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| Abstract: | Novel sialosyl donors, S-benzoxazolyl (SBox) and S-thiazolyl (STaz) sialosides, have been synthesized and applied to the stereoselective synthesis of α-sialosides. It was also demonstrated that it is possible to selectively activate SBox sialyl donor over ethyl thioglycoside, allowing the direct synthesis of disaccharide donors that could be used in subsequent glycosylations without further manipulations. |
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