By using (1R, 2S, 5R)-(-)-menthyl as a chiral auxiliary, we have developed a synthesis of hydrazonoyl chlorides 2 and 8, treatment of which with silver carbonate promoted the in situ generation of the corresponding nitrilimines 3 and 9. The latter underwent intramolecular cycloaddition giving, respectively, enantiopure pyrazolo[1,5a] [4,1]benzoxazepines 4,5 and pyrazolo[1,5-a][4,1]benzodiazepines 10. (C) 1999 Elsevier Science Ltd. All rights reserved.

The first example of a (1R,2S,5R)-(-)-menthyl chiral auxiliary in intramolecular nitrilimine cycloadditions: synthesis of enantiopure pyrazolo[1,5-a][4,1]benzoxazepines and pyrazolo[1,5-a][4,1]benzodiazepines / G. Molteni, T. Pilati. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 10:20(1999), pp. 3873-3876. [10.1016/S0957-4166(99)00422-X]

The first example of a (1R,2S,5R)-(-)-menthyl chiral auxiliary in intramolecular nitrilimine cycloadditions: synthesis of enantiopure pyrazolo[1,5-a][4,1]benzoxazepines and pyrazolo[1,5-a][4,1]benzodiazepines

G. Molteni;
1999

Abstract

By using (1R, 2S, 5R)-(-)-menthyl as a chiral auxiliary, we have developed a synthesis of hydrazonoyl chlorides 2 and 8, treatment of which with silver carbonate promoted the in situ generation of the corresponding nitrilimines 3 and 9. The latter underwent intramolecular cycloaddition giving, respectively, enantiopure pyrazolo[1,5a] [4,1]benzoxazepines 4,5 and pyrazolo[1,5-a][4,1]benzodiazepines 10. (C) 1999 Elsevier Science Ltd. All rights reserved.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/187660
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