By H. Lund, O. Hammerlich
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Stowell, and M. J. Krantz, Biochemistry, 1976, 15, 3956. Isl G. Wagner, B. Dietzsch, and U. Krake, Pharmazie, 1975, 30, 694 (Chem. , 1976, 84, 90 504d). lsa M. Poje, B. Mihanovic, and P. Mildner, Bull. , Cons. Acad. Sci. F. , Sect. A , 1975,20,273 (Chem. , 1976, 84, 59 928w). 127a 128 Carbo hydra t e Chemistry 22 The S-aryl bond of 2,4-dinitrophenyl 1 -thio-/%D-glucopyranoside was cleaved on treatment with benzyl bromide, the benzyl carbonium ion presumably acting as a sulphur-specific Lewis C-G1ycosides Details of the synthesis and reactions of glycofuranosylethynes, prepared via the reaction of 2,3:5,6-di-O-isopropylidene-a-~-mannofuranose with ethynyl magnesium bromide, have been published (see Vol.
AugC, S. David, and A. S. Chem. , 1976, 375. M. A. Nashed and L. Anderson, Tetrahedron Letters, 1976, 3503. A. J. Crowe and P. J. Smith, J. , 1976, 110, C57. T. Ogawa and M. Matsui, J . Amer. Chem. ,1976, 98, 1629. J. Stanck, jun. and J. Jarjr, Annulen, 1976, 163. S. A. Abbas, A. H. Haines, and A. G. S. Perkin I, 1976, 1351. J. , K. Capek, and J. Jarf, CON. Czech. Chem. , 1975, 40, 3698. Carbohydrate Chemistry 38 (64) R1 = OH; R2 = H (65) R’ = H ; R2 = OH whereas the relative reactivities of HO-4 and -2 in the 2- and 4-acetates, respectively, are reversed.
In (21)] involved treatment with methylamine and sodium borohydride; lorn lo8 lo8 ll1 112 T. Ishii, A. Ishizu, and J. , 1976, 48, 3 3 . Y. V. Moiseev, N. A. Khalturinskii, and G. E. , 1976, 51, 23. D. Cocker and M. L. S. Perkin ZZ, 1976, 618. B. , 1975, 49, 1919. I. Farkas, I. F. Szab6, and R. Bognhr, Annalen, 1976, 440. -K. Jansson, L. Kenne, and S. Svensson, Acta Chem. Scand. (B), 1976, 30, 61. ll* The data permit a number of experimental observations to be explained, although it is still not possible to propose a valid mechanism for D-glucosidic bond scission.