Enantiopure 1,4-benzodiazepin-4-one 1 and 1,4-benzodiazepin-6-ones 2 were reacted with hydrazonoyl chloride 8 in the presence of various basic agents. The diastereoselective 1,3-dipolar cycloaddition between the C=N double bond of 1 or 2 and the nitrilimine intermediate 9 gave the enantiopure [1,2,4]triazolo[4,3-a][1,4]benzo diazepinones 10-13. (C) 2002 Elsevier Science Ltd. All rights reserved.
Diastereoselective nitrilimine cycloaddition to the C = N bond of enantiopure 1,4-benzodiazepinones / G. Molteni, G. Broggini, T. Pilati. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 13:22(2002), pp. 2491-2495. [10.1016/S0957-4166(02)00663-8]
Diastereoselective nitrilimine cycloaddition to the C = N bond of enantiopure 1,4-benzodiazepinones
G. Molteni;
2002
Abstract
Enantiopure 1,4-benzodiazepin-4-one 1 and 1,4-benzodiazepin-6-ones 2 were reacted with hydrazonoyl chloride 8 in the presence of various basic agents. The diastereoselective 1,3-dipolar cycloaddition between the C=N double bond of 1 or 2 and the nitrilimine intermediate 9 gave the enantiopure [1,2,4]triazolo[4,3-a][1,4]benzo diazepinones 10-13. (C) 2002 Elsevier Science Ltd. All rights reserved.
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