100797-23-7Relevant academic research and scientific papers
Rhodium-Catalyzed Enantioselective Intramolecular Hydroacylation of Trisubstituted Alkenes
Johnson, Kirsten F.,Schneider, Eugene A.,Schumacher, Brian P.,Ellern, Arkady,Scanlon, Joseph D.,Stanley, Levi M.
, p. 15619 - 15623 (2016)
We report the first examples of transition metal-catalyzed enantioselective alkene hydroacylations with 1,1,2-trisubstituted alkenes. DFT and mechanistic studies are consistent with a reaction pathway for these rhodium-catalyzed processes including intramolecular alkene hydroacylation and α-epimerization to generate highly enantioenriched, polycyclic architectures. This reaction sequence enables the hydroacylation of 2-(cyclohex-1-en-1-yl)benzaldehydes to form hexahydro-9H-fluoren-9-ones in moderate to high yields (68–91 %) with high enantioselectivities (up to 99 % ee) and diastereoselectivities (typically >20:1).
Enantioselective synthesis of 1-aminoindene derivativesviaasymmetric Br?nsted acid catalysis
Wu, Xiang,Ding, Du,Zhang, Ying,Jiang, Hua-Jie,Wang, Tao,Zhao, Li-Ping
supporting information, 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.
A one pot in situ combined Shapiro-Suzuki reaction
Passafaro, Marco S.,Keay, Brian A.
, p. 429 - 432 (2007/10/02)
The Shapiro and Suzuki reactions have been combined in situ to provide aryl-alkenes in moderate to good yields without the isolation of boron containing intermediates.
Vinyl Azides in Heterocyclic Synthesis. Part 4. Thermal and Photochemical Decomposition of Azidocinnamates Containing ortho-Cycloalkenyl Substituents
Moody, Christopher J.,Warrellow, Graham J.
, p. 1123 - 1128 (2007/10/02)
Thermolysis of azidocinnamates containing ortho-cycloalkenyl substituents leads to isoquinolines and benzazepines formed by interception of the azide, or derived vinylnitrene, by the neighbouring double bond, the stability of the azide varying with the ri
