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I. Ugi, Rec. Chem. , 30, 289 (1969); A. Demharter, I. Ugi, J. Prakt. , 335, 244 (1993). 65. H. Kunz, W. Pfrengle, J. Am. Chem. , 110, 651 (1988); Tetrahedron, 44, 5487 (1988). 66. M. Goebel, I. , 36, 6043 (1995); M. -G. Nothofer, G. Ross, I. Ugi, Tetrahedron, 53, 3123 (1997). 67. S. Lehnhoff, M. Goebel, R. M. Karl, R. Klo¨sel, I. Ugi, Angew. , 107, 1208 (1995); Angew. Chem. Int. Ed. , 34, 1104, (1995). 68. A. V. Zychlinski, in MultiComponent Reactions & Combinatorial Chemistry, Z. Hippe, I. , pp.

W. J. Chang, P. J. Scheuer, Top. Curr. , 167, 33 (1993). 31. I. Ugi, R. Meyr, Angew. , 70, 702 (1958); I. Ugi, R. Meyr, Chem. , 93, 239 (1960); I. Ugi, U. Fetzer, U. Eholzer, H. Knupfer, K. Offermann, Angew. , 77, 492 (1965); Angew. Chem. Int. Ed. , 4, 452 (1965). 32. H. Eckert, B. Forster, Angew. , 99, 922 (1987); Angew. Chem. Int. Ed. , 26, 1221 (1987). 33. G. Skorna, I. Ugi, Angew. , 89, 267 (1977); Angew. Chem. Int. Ed. , 16, 259 (1977). 34. R. Obrecht, R. Herrmann, I. Ugi, Synthesis, 400 (1985).

Lehnhoff and Ugi67 used the U-4CR with 1amino-2-deoxy-2-N-acetylamino-3,4,6-tri-O-acetyl-b-D -glucopyranose, 59, whose large variety of products could be formed stereoselectively in excellent yields. The desired selective cleavage of the auxiliary groups of these products was equally unefficient. Zychlinski68 prepared 1-amino-5-deoxy-5-acetamido-2,3,4-tri-O-acetyl-b-D glucopyranose 60 by a synthesis of 11 steps. This amine component undergoes the U-4CRs very well and the products are cleavable by water, but unfortunately they are not very stable.

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An Investigation of the Chemical Nature of Two Typical Enzymes Pancreatic and Malt Amylases by Sherman H. C.


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