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Our group aim to provide new answers to some classical problems in connection with the synthesis of oligosaccharides and glycosides and intend also to provide efficient methods for the synthesis of sphingosines, glycosphingolipids and glycoclusters, and tackle a biologically oriented research. In this sense the SINTCARB group has a broad experience in carbohydrate chemistry and also in transition metal catalyzed reactions and asymmetric catalysis. |
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Phosphine-Free Suzuki–Miyaura Cross-Coupling in Aqueous Media Enables Access to 2-C-Aryl-Glycosides |
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I. Cobo, M.I. Matheu, S. Castillón, O. Boutureira, B.G. Davis. Organic Letters, 2012, 14, 1728-1731. A general strategy for the synthesis of 2-aryl-glycals and their elaboration to 2-C-aryl-α-glycosides and 1,5-anhydro-2-C-aryl-2-deoxy alditols are described. The use of reliable, efficient phosphine-free Suzuki–Miyaura cross-coupling of 2-iodoglycals in aqueous media as a key step proceeds with complete regioselectivity at C-2 and enables access to 2-aryl-glycals with different configurations in excellent yields. |
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“Efficient and regioselective ring-opening of aziridines using sulphated zirconia” |
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J. Llaveria, A. Espinosa, Y. Díaz, M.I. Matheu, G. Negrón, S. Castillón
Tetrahedron Letters, 2012, 53, 2525-2529. Sulphated zirconia is an efficient catalyst for the regioselective ring-opening of aryl-substituted aziridines. This heterogeneous catalyst can be used several times without loss of activity and is compatible with a variety of acid sensitive and slightly basic nucleophiles. |
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