94618-95-8Relevant articles and documents
Action de l'anhydride acetique et des chlorures de benzoyle et de p-toluene sulfonyle sur des nitrones derivees de ceto-17 steroides. Conditions conduisant a un rearrangement ou a une fonctionnalisation
Cherest, M.,Lusinchi, X.
, p. 227 - 232 (2007/10/02)
The reaction of the title reagents under anhydrous conditions and in the presence of base leads to steroidal derivatives functionalised at position 16; whereas, in the presence of water, paratoluenesulphonyl chloride gives 17-aza-D-homo lactams by ring expansion, and use of benzoyl chloride promotes a hydrolytic fragmentation.In contrast to earlier studies, the formation of an oxaziridine under aqueous alkaline conditions was not observed in this work.These results, when considered in conjunction with those previously obtained, enable the course of these reactions to be determined as a function of the reaction conditions.