Carbohydrate Chemistry: v. 10 by J.S. Brimacombe

By J.S. Brimacombe

Carbohydrate Chemistry presents assessment assurance of all guides correct to the chemistry of monosaccharides and oligosaccharides in a given yr. the volume of analysis during this box showing within the natural chemical literature is expanding as a result better significance of the topic, in particular in components of medicinal chemistry and biology. In no a part of the sphere 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, particularly cancer-specific oligosaccharides and glycoconjugates. insurance of issues resembling nucleosides, amino-sugars, alditols and cyclitols additionally covers a lot study of relevance to organic and medicinal chemistry. every one quantity of the sequence brings jointly references to all released paintings in given components of the topic and serves as a complete database for the energetic learn chemist. expert Periodical stories supply systematic and specific evaluation assurance in significant parts of chemical study. Compiled by means of groups of prime specialists within the correct topic components, the sequence creates a different provider for the lively study chemist, with typical, in-depth debts of development specifically fields of chemistry. topic insurance inside diverse volumes of a given name is identical and book is on an annual or biennial foundation.

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Vyssh. Uchebn. , Khim. khim. , 1975, 18, 1502 (Chem. , 1976, 84, 74 567w). *’ N. I. Uvarova, G. I. Oshitok, A. K. Dzizenko, V. V. Isakov, and G. B. Elyakov, Zhur. org. , 1976, 12,984 (Chem. , 1976, 85, 124 2882). N. Sh. Pal’yants, A. F. Bochkov, and N. K. Abubakirov, Khim. prirod. Soedinenii, 1976, 58 (Chem. , 1976, 85, 143 397n). 8 8 N. Kashimura and K. Kawaguchi, Agric. and Biol. Chem. (Japan), 1976, 40, 1621. g9 T. Chiba and S. Tejima, Chem. and Pharm. Bull. (Japan), 1976, 24, 1684. l o oS. Hanessian and J.

1976, 49, 475. -glycoside, whereas the chloroethyl derivatives (1 7), (18), and (19) yielded FH,OAc ‘ \ O--C-OCH,R I M C (16) R = Me (17) R = CH,CI (18) R = CHCl, (19) R = CCI, mixtures containing 16, 50, and 67%, respectively, of the corresponding a-glycoside. ~~ The synthesis of glycosides by the modification of unsaturated glyc-2-enopyranosides is dealt with in Chapter 14. In addition to the approach outlined in Scheme 4, several other approaches to the synthesis of glycofuranosides have been reported during the past year.

210 S. Valentekovid and D. , 1976, 47, 35. 211 D. Keglevid, J. Horvat, and F. , 1976, 47, 49. 212 Y. Ishido, N. Nakazaki, and N. S. Chem. , 1976, 832. A. Holy, J . Carbohydrates, Nucleosides, Nucleotides, 1975, 2, 25 1. 214 J. Stawinski, T. Hozumi, and S. A. S. Chem. , 1976, 243. g. 'l Metalation of 2,3,4,6-tetra-0-benzyl-~-g~ucopyranose using n-butyl-lithium in T H F at ca. 21s This sequence therefore provides a single pathway to 1-0-acyl-a- and -p-u-glucopyranoses. ~l~ The conversion of primary alcohols into chlorofluoroacetic esters is referred to in Chapter 7, while the formation of the unusual L-rhamnopyranosyl esters (22) and (23)124is dealt with in Chapter 3.

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