R. Wilkening, R. W. Ratcliffe, G. Doss
Jun 1, 1993
Citations
1
Influential Citations
30
Citations
Journal
Bioorganic & Medicinal Chemistry Letters
Abstract
The (9E)-oxime of erythromycin A (1) was isomerized to the (9Z)-isomer 2 in the presence of strong base. Stereospecific Beckmann rearrangement of the (9Z)-oxime led to a series of novel 8a-aza-8a- homoerythromycin A derivatives. In vitro data is provided that shows the 8a-methyl derivative 10 to be equally active with its positional isomer azithromycin.