659723-53-2Relevant academic research and scientific papers
Enantioselective synthesis of 1-aminoindene derivativesviaasymmetric Br?nsted acid catalysis
Wu, Xiang,Ding, Du,Zhang, Ying,Jiang, Hua-Jie,Wang, Tao,Zhao, Li-Ping
, p. 9680 - 9683 (2021/09/30)
We describe a catalytic asymmetric iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiralN-triflyl phosphoramide. The corresponding 1-aminoindenes and tetracyclic 1-aminoindanes are formed in good yields and high enantioselectivities. Further, the chemical utility of the obtained enantiopure 1-aminoindene is demonstrated for the asymmetric synthesis of (S)-rasagiline.
Intriguing substituent effect in modified Hoveyda-Grubbs metathesis catalysts incorporating a chelating iodo-benzylidene ligand
Barbasiewicz, Michal,Blocki, Krzysztof,Malinska, Maura,Pawlowski, Robert
supporting information, p. 355 - 358 (2013/02/22)
A series of modified Hoveyda-Grubbs catalysts incorporating a chelating iodo-benzylidene ligand were prepared and characterized. The presence of electron-withdrawing ring substituents in the para position to the iodide was found to decrease the catalytic activity, revealing that dissociation of the Ru...I-Ar bond is not the rate-determining step.
Studies on the intramolecular oxa-Pictet-Spengler rearrangement of 5-aryl-1,3-dioxolanes to 4-hydroxy-isochromans
Bianchi, Darío A.,Rúa, Federico,Kaufman, Teodoro S.
, p. 411 - 415 (2007/10/03)
The success and stereochemical outcome of the TiCl4-promoted oxa-Pictet-Spengler cyclization of 5-aryl-1,3-dioxolanes to produce 1,3-disubstituted-4-hydroxy-isochromans, is influenced by the length and nature of the side chains bound to C-2 and C-4 of the dioxolane. Methyl groups yield a mixture of 4-hydroxy-isochromans in which the 1,3-trans diastereomer predominates, while bulkier substituents give 1,3-cis diastereomers. Functional groups in the C-2 side chain of the dioxolane ring may hinder cyclization by complexation with the promoter.
Model Studies Towards Stephaoxocanes: Construction of the 2-Oxa-4-azaphenalene Core of Stephaoxocanidine and Eletefine
Bianchi, Dario A.,Cipulli, Marcos A.,Kaufman, Teodoro S.
, p. 4731 - 4736 (2007/10/03)
The construction of the polysubstituted 1H,3H-2-oxa-4-azaphenalene 4 by means of consecutive oxa-Pictet-Spengler and Jackson cyclizations is reported. This compound contains the ABC ring system of the novel isoquinoline alkaloids stephaoxocanidine and ele
