By Amelia Pilar Rauter, Thisbe Lindhorst, Anne Imberty, Jesus Jimenez-Barbero, Ana M. Gomez, Ramon J Estevez, Jose A.S. Cavaleiro, Slawomir Jarosz, Vladimir Kren, J. Cristobal Lopez, Francesso Nicotra, Yves Queneau, Immaculada Robina, Patrick Rollin, Pierre
Carbohydrate Chemistry presents assessment assurance of all courses correct to the chemistry of monosaccharides and oligosaccharides in a given yr. the quantity of analysis during this box showing within the natural chemical literature is expanding due to the improved significance of the topic, specifically in components of medicinal chemistry and biology. In no a part of the sector is that this extra obvious than within the synthesis of oligosaccharides required via scientists operating in glycobiology. Clycomedicinal chemistry and its reliance on carbohydrate synthesis is now rather well verified, for instance, via the training of particular carbohydrate- established antigens, in particular cancer-specific oligosaccharides and glycoconjugates. insurance of issues resembling nucleosides, amino-sugars, alditols and cyclitols additionally covers a lot examine of relevance to organic and medicinal chemistry. every one quantity of the sequence brings jointly references to all released paintings in given parts of the topic and serves as a accomplished database for the lively examine chemist professional Periodical reviews supply systematic and exact evaluate assurance in significant components of chemical learn. Compiled by means of groups of prime experts within the proper topic components, the sequence creates a special provider for the lively examine chemist, with ordinary, in-depth money owed of growth particularly fields of chemistry. topic assurance inside of assorted volumes of a given identify is identical and booklet is on an annual or biennial foundation.
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Scheme 29 One-pot synthesis of a-C-glycosyl compounds from glycals using organoaluminium and organoboron reagents. Seitz and co-workers102 have used Ar3Al and ArMe2Al for the cis-selective opening of 1,2-anhydroarabinose 90, obtaining compound 92 in moderate to good yield (Scheme 30). 103 Scheme 31 In addition, Wipf and co-workers104 have used silver(I)-catalyzed addition of zirconocenes to 3,4,6-tri-O-benzyl-D-glucal epoxide 93 for the stereoselective synthesis of a-C-glucosyl compounds 95 and 96 following a similar mechanism as in the reaction with organoaluminium and organoboron reagents (Scheme 32).
Prod. , 2005, 22, 742. For recent reviews on the synthesis of O-glycosides and oligosaccharides: A. T. Carmona, A. J. Moreno-Vargas and I. Robina, Curr. Org. , 2008, 5, 33; A. T. Carmona, A. J. Moreno-Vargas and I. Robina, Curr. Org. -X. Wang, Carbohydr. , 2008, 343, 1509; K. , 2007, 19, 209; A. F. Bongat and Aileen A. V. Demchenko, Carbohydr. , 2007, 342, 374; M. Jacobsson, J. Malmberg and U. Ellervik, Carbohydr. , 2006, 341, 1266. Carbohydr. , 2009, 35, 33–70 | 63 This journal is c The Royal Society of Chemistry 2009 7 P.
2003, 1225; A. V. Demchenko, Letters Org. , 2005, 2, 580; A. F. J. Bongat and A. V. Demchenko, Carbohydr. , 2007, 342, 374. 12 R. U. Lemieux, A. A Pavia, J. C. Martin and K. A. Watanabe, Can. J. , 1969, 47, 4427; R. U. Lemieux, Pure Appl. , 1971, 25, 527; P. Deslongchamps, in ‘‘Stereoelectronic Eﬀects in Organic Chemistry’’, Pergamon Press, New York, 1983, ch. 1E. L. Eliel and C. A. Giza, J. Org. , 1968, 33, 3754; In Topics in Stereochemistry, ed. E. L. Eliel and S. H. Wiley, John Wiley and Sons, New York, 1994, vol.