91797-70-5Relevant academic research and scientific papers
Origin of stereocontrol in guanidine-bisurea bifunctional organocatalyst that promotes α-hydroxylation of tetralone-derived β-ketoesters: Asymmetric synthesis of β- And γ-substituted tetralone derivatives via organocatalytic oxidative kinetic resolution
Odagi, Minami,Furukori, Kota,Yamamoto, Yoshiharu,Sato, Makoto,Iida, Keisuke,Yamanaka, Masahiro,Nagasawa, Kazuo
, p. 1909 - 1915 (2015/03/04)
The mechanism of asymmetric α-hydroxylation of tetralone-derived β-ketoesters with guanidine-bisurea bifunctional organocatalyst in the presence of cumene hydroperoxide (CHP) was examined by means of DFT calculations to understand the origin of the stereo
Efficient kinetic resolution in the asymmetric hydrosilylation of imines of 3-substituted indanones and 4-substituted tetralones
Yun, Jaesook,Buchwald, Stephen L.
, p. 767 - 774 (2007/10/03)
Kinetic resolution of the N-methyl imines of 3-substituted indanones and 4-substituted tetralones could be accomplished by hydrosilylation with a chiral titanocene catalyst. N-Methyl imines of 4-substituted tetralones were resolved to yield, after hydrolysis of the unreacted starting materials, ketones with high ee's and the amine products with high diastereomeric and enantiomeric purity. The utility of this process was demonstrated in the synthesis of sertraline.
Nontricyclic Antidepressant Agents Derived from cis- and trans-1-Amino-4-aryltetralins
Welch, Willard M.,Kraska, Allen R.,Sarges, Reinhard,Koe, B. Kenneth
, p. 1508 - 1515 (2007/10/02)
The need for drugs that lack the obtrusive and limiting side effects of the tricyclic antidepressants has prompted the search for agents with greatly enhanced selectivity for specific mechanisms believed to be essential for antidepressant efficacy.The potential role of derangements of 5-HT pathways in the etiology of depression has long been suspected and has given impetus to the development of newer compounds that accentuate inhibition of serotonin reuptake.This paper presents structure-activity relationship for a series of cis-1-amino-4-(substituted-aryl)tetralins, which are surprisingly potent and selective inhibitors of serotonin uptake in in vitro models.These compounds are pharmacologically distinct from corresponding members of the trans series, which also potently block uptake of dopamine and norepinephrine.The activity in both cis and trans series is stereospecific, being restricted to the cis-(1S,4S) and the trans-(1R,4S) enantiomers.
