87797-12-4Relevant academic research and scientific papers
A one-pot stereoselective synthesis of trans-1-aryl-2-aminotetralins from 2-arylethyl styrenes
Hajra, Saumen,Maji, Biswajit,Sinha, Debarshi,Bar, Sukanta
, p. 4057 - 4059 (2008)
An efficient stereoselective synthesis of trans-1-aryl-2-aminotetralins has been achieved via Cu(OTf)2 catalyzed one-pot aziridination and regioselective intramolecular arylation of in situ generated aziridines from 2-arylethyl styrenes and PhINSO2(4-NO2C6H4) [PhINNs]. Reaction of a mixture of E/Z-styrenes (≤85:15) provided trans-N-protected-1-aryl-2-aminotetralins with high diastereoselectivity (dr > 95:5), which are important synthons for many artificial pharmaceuticals.
Non-Directed Cross-Dehydrogenative (Hetero)arylation of Allylic C(sp3)?H bonds enabled by C?H Activation
Lerchen, Andreas,Knecht, Tobias,Koy, Maximilian,Ernst, Johannes B.,Bergander, Klaus,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 15248 - 15252 (2018/10/20)
Herein, we report the selective, non-directed and cross-dehydrogenative coupling of allylic C(sp3)?H bonds with C(sp2)?H bonds of (hetero)arenes. The methodology employs olefins and (hetero)arenes which are abundantly available chemical feedstocks, and could be applied in late-stage functionalization reactions of pharmaceuticals. Furthermore, the system exclusively delivers the allylic C?C coupling products highlighting the preservation of the olefin substitution pattern for further derivatization.
Isomerization during olefin metathesis: An assessment of potential catalyst culprits
Higman, Carolyn S.,Plais, Lucie,Fogg, Deryn E.
, p. 3548 - 3551 (2014/01/06)
Two ruthenium hydride complexes commonly proposed as agents of unintended isomerization during olefin metathesis are examined for their activity in isomerization of estragole, a representative allylbenzene. Neither proves kinetically competent to account for the levels of isomerization observed during cross-metathesis of estragole by the second-generation Grubbs catalyst. A structure-activity analysis of selected ruthenium hydride complexes indicates that higher isomerization activity correlates with a more electrophilic metal center. It wasn't me: Two Ru hydrides thought to trigger double-bond migration during olefin metathesis are examined for their isomerization activity. Neither can account for the high levels of undesired isomerization seen during self-metathesis of estragole, a model allylbenzene substrate. Higher activity is found to correlate with a less electron-rich Ru center. Copyright
A catalytic and enantioselective synthesis of trans-2-amino-1-aryltetralins
Hajra, Saumen,Maji, Biswajit,Mal, Dipakranjan
supporting information; experimental part, p. 859 - 864 (2009/11/30)
The bis-oxazoline-copper complex-catalyzed aziridination of alkenes followed by an intramolecular Friedel-Crafts alkylation of the tethered and in situ generated aziridine provides a one-pot, general and efficient method for the synthesis of trans-2-amino
Highly selective dimerization of styrenes and linear co-dimerization of styrenes with ethylene catalyzed by a ruthenium complex
Kondo, Teruyuki,Takagi, Daisuke,Tsujita, Hiroshi,Ura, Yasuyuki,Wada, Kenji,Mitsudo, Take-Aki
, p. 5958 - 5961 (2008/09/18)
(Chemical Equation Presented) Heads you win: An unusual head-to-head dimerization of styrenes has been developed using the zero-valent ruthenium catalyst [Ru(η6-cot)(η2-dmfm)2] (cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate) in the presence of primary alcohols to give the homo-dimer in high regio- and stereoselectivity. The catalyst system is also effective for the selective co-dimerization of styrenes with ethylene to give the co-dimer in high yield.
An approach to the biomimetic synthesis of aryltetralin lignans
Pelter, Andrew,Ward, Robert S.,Rao, Ramohan R.
, p. 2933 - 2938 (2007/10/02)
The BF3 catalysed cyclisation of 3-arylpropyl substituted quinone-methide ketals affords a mild, biomimetic route to aryltetralins. 1H- and 13C-NMR spectra of the products are reported.
