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The reaction of aluminium trichloride with (22, /3-anomer) gave log loo ll1 112 113 114 P. P. Singh and G. A. , 1970, 13, 229. S. Morgenlie, Acta Chem. , 1970, 24, 2240. P. P. Singh and G. A. , 1970, 12, 261. P. NQnisi, A. Liptak, and G . Nagy, Acta Chim. Acad. , 1970, 65, 97. M. Aritomi and T. Kawasaki, Chem. and Pharm. Bull. (Japan), 1970, 18, 677. H. Isemura, T. Ikenaka, and Y. Matsushima, Bull. Chem. Japan, 1970, 43, 818. G. Odham and B. Samuelsen, Acta Chem. , 1970, 24, 468. 25 Ethers and Anhydro-sugars mainly (22, a-anomer) and the rearranged product (23); the latter is presumably formed by way of the bridged oxonium ion (24).

1970, 13, 314. R. A. Dwek,P. W. Kent, P. T. Kirby, and A. S. Harrison, Tetrahedron Letters, 1970, 2987. Carbohydrate Chemistry 52 CH,OAc CH,OAc ChCF3 K$> AcO AcO > CH,OAc CH,OAc OCF, AcoQF F F 1,3,4-tri-O-acetyl-c~-~-xylose. The reaction pathway outlined in Scheme 26 was suggested to account for these Me BrOAc OAc OAc Scheme 26 Polarimetric features of acylated gl ycosyl halides are reported in Chapter 25. 129 H. C. Srivastava and K. V. Ramalingam, Indian J. , 1969, 7, 1206. 230A second method for obtaining these primary halogeno-compounds involves treating corresponding sulphonates with halide ions of toluene-solubilised halides (solubilised with hexamethylphosphoric triamide).

Creasey, J. Chem. ( C ) , 1970, 1961. lQsa R. T. Sleeter and H. B. Sinclair, J. Org. , 1970, 35, 3804. lY9 P. Weber and R. J. Winzler, Arch. Biochem. , 1970, 137, 421. M. A. MiljkoviE, M. PeSid, A. JokiC, and E. A. , 1970, 15, 162. 201 J. M. Heap and L. N. Owen, J. Chem. (C), 1970, 712. 202 In both cases, the 3,4-unsaturated sugar was a minor product. Another paper on related compounds with the L-talo configuration has shown that the 3-tosyloxy-group can be replaced readily to give the 3-fluoro- and 3-azido-compounds having the ~-idoconfiguration.

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