Die Reaktion von 7,14-Cyclo-7,8-dihydrocodeinon mit Diazomethan

Reaction of 7,14-cyclo-7,8-dihydrocodeinone (1) with diazomethane gives a mixture, from which nine compounds were isolated; the structures of seven (4a–c, 5, 6, 7a and8) could be determined. Insertion of a methylene group between carbon atoms 5 and6 of1 leads with opening of the ether bridge to7a as the major product.

Herrn Univ.-Prof. Dr.G. Zigeuner mit den besten Wünschen zum 60. Geburtstag gewidmet.