By Robert J Ferrier; Royal Society of Chemistry
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Additional resources for Carbohydrate chemistry : monosaccharides, disaccharides, and specific oligosaccharides, A review of the literature published in 1992
This paper also describes the synthesis of a-o-KDO-(2+3)-D-Gk'48 and the a- and @-D-KDO-(2+6)-D-glUCOSamine derivatives have also been r e ~ 0 r t e d . I A ~ ~somewhat related approach to the synthesis of a- glycosides of neuraminic acid analogues is illustrated in Scheme 20. Various disaccharides 3: Glycosides bo 35 CH~OAC X +C02Me TBDPSO i, ii N3 0Q BnO OMe - OQOMe BnO 1 OBn OBn iii-v OAc Reagent: i, TFA, H20; ii. '^^ 36 Carbohydrate Chemistry Considerable attention continues to be given to disaccharides containing amino sugars.
Chida, K. Yamada,M. Suzuki and S. Ogawa, J. Curbohydr. , 1992,11,137. CR. Johnson, A. H. Steensma,J. Am. Chem. 9414. DJ. Hardwick. W. Hutchinson, SJ. H. Wellington. 6285. D. Gupta and A. Surolia, J . Curbohydr. 11,171. 4. Kuhn, J. Lehmann, G. Jung and S. Stevanovic, Carbohydr. , 1992,232,227. Schoeps. B. Laangstmem, S. Halldin, Appl. Rudiat. , 1992,116,3 143). F. Malaisse-Lagae,D. Zahner, A. Soner and WJ. Malaisse, Bull. Belg.. , 1992,116,231230). J. Wu, A S . B. Bondo, Carbohydr. 226,261. A. Zamojski and S.
W. D. Timpa, J. Carbohydr. Chem.. 1992, 11, 779. G. S. Feather, J. Carbohydr. , 1992, 11,799. Y. Kikuchi, K. Kobayashi and Y . Aoyama, J. Am. Chem. , 1992, 114, 1351. P. -Wen Liu, J. Am. Chem. , 1992,114, 1880. Draths, DL. L. W. Frost, A. Berry, GL. Disbrow, R J . C. Lievense, J. Am. Chem. , 1992, 114,3956. ii - Qsph AcO CHzOAc iii QoROAc AcO OSiOR / / OH R = But, Ph, n-octyl, or cyclohexyl Reagents: i, PhSK, ii, ROSiMQCI; iii, NIS, TfOH Scheme 1 Vasella has reported further on the use of glycosyl carbenes, derivable from diazirines.