- Stereospecific reduction of 1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-ones with triethyl-silane-trifluoroacetic acid
-
β-Tetralone pyrrolidine enamines 6 react with acrylamine to produce mixtures of double bond positional isomeric tetrahydrobenzo[f]quinolin-3(2H)-ones, e.g. 3, 11, 12. Each of these isomers is reduced stereoselectively by triethylsilane-trifluoroacetic acid to the cis- or trans-fused octahydrobenzo[f]quinolone system, e.g. 4, 5. It is established that reported failures to prepare pure trans-fused product 5 by this reductive method is due to the heterogeneity of the product of the β-tetralone enamine-acrylamide reaction, and not to a defect in the reducing reagent system.
- Cannon,Kirschbaum
-
p. 1151 - 1154
(2007/10/02)
-
- A 3-D model for 5-HT(1A)-receptor agonists based on stereoselective methyl-substituted and conformationally restricted analogues of 8-hydroxy-2-(dipropylamino)tetralin
-
The enantiomers of cis- and trans-1,2,3,4,4a,5,10,10a-octahydro-9-hydroxy-1-propylbenzo[g] quinolines (10 and 11, respectively) and the enantiomers of trans-1,2,3,4,4a,5,6,10b-octahydro-10-hydroxy-4-propylbenzo[f] quinoline (12) have been synthesized and
- Mellin,Vallgarda,Nelson,Bjork,Yu,Anden,Csoregh,Arvidsson,Hacksell
-
p. 497 - 510
(2007/10/02)
-