17<i>a</i>-ACETOXY-16,16-DIMETHYL-8-AZA-D-HOMOGONA-1,3,5(10),9(11),13,17-HEXAEN-12-ONE, THE PRODUCT OF ACYLOTROPIC REARRANGEMENT AT INTERACTION OF 16,16-DIMETHYL-8-AZA-D-HOMOGONA-1,3,5(10),9(11),13-PENTAENE-12,17<i>a</i>-DIONE WITH ACETIC ANHYDRIDE

Abstract

On interaction of 16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),13-pentaene-12,17a-dione with acetic anhydride acylotropic rearrangement occurs with the formation of a single product, viz. 17a acetoxy-16,16-dimethyl-8-aza-D-homogona-1,3,5(10),9(11),-13,17a-hexaen-12-one. The effect of sodium acetate and of acetic acid concentration on the result of the reaction has been studied. The structure of the product was confirmed by data of elemental analysis, IR, UV, ¹H, and ¹³C NMR spectroscopy, mass spectrometry, and also X-ray structural analysis.

Authors: O. V. Gulyakevich, A. L. Mikhal'chuk, A. S. Lyakhov, I. P. Antonevich, A. A. Govorova, and A. A. Akhrem.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (10), pp 1196-1206

http://link.springer.com/article/10.1007/BF02323379