5720-82-1Relevant articles and documents
ENANTIOSELECTIVE PREPARATION OF KEY INTERMEDIATES FOR STEROID SYNTHESIS THROUGH THE ASYMMETRIC MICHAEL ADDITION PROCESS INVOLVING CHIRAL IMINES.
d'Angelo, Jean,Revial, Gilbert,Volpe, Tony,Pfau, Michel
, p. 4427 - 4430 (2007/10/02)
(S)-Phenanthrone 7, prepared from ketone 4 (80 percent yield, 93 percent ee), was transformed into compounds 8, 9, 13, 15 and 16, useful intermediates in steroid synthesis.
CYCLISATION DE DIARYLALCANES EN MILIEU SUPERACIDE: SYNTHESE DE CETONES TRICYCLIQUES A METHYLE ANGULAIRE ET MECANISME DE LEUR ISOMERISATION
Berrier, C.,Jacquesy, J. C.,Gesson, J. P.,Renoux, A.
, p. 1983 - 1994 (2007/10/02)
Cyclisation of redily available diaryl-1,2 ethanes 1-4 proceeds in SbF5-HF at 0oC to yield tricyclic phenantrenones 5,6,7 and 11 bearing an angular methyl group.This process implies the electrophilic attack of the more basic aromatic ring, reacting through its disprotonated form (on the oxygen and the meta carbon atom) on the second aromatic ring.Isomerization of these primary products may be observed (to give ketones 8,9,10 from 3 and 12 from 4) and it has been demonstrated by the use of specifically deuterated 3d that it involves stereospecific 1,2 hydride (or deuteride) shifts, without exchange.