167031-45-0Relevant academic research and scientific papers
Catalytic Enantioselective Birch-Heck Sequence for the Synthesis of Tricyclic Structures with All-Carbon Quaternary Stereocenters
Krasley, Andrew T.,Malachowski, William P.,Terz, Hannah M.,Tran Tien, Sabrina
supporting information, p. 1740 - 1743 (2018/04/14)
A new enantioselective desymmetrizing Mizoroki-Heck reaction is reported. The process affords high yields and enantioselectivities of tricyclic structures containing all-carbon quaternary stereocenters. The substrates for the reaction are efficiently synt
Ti/Ni-mediated inter- and intramolecular conjugate addition of aryl and alkenyl halides and triflates
Marquez, Irene R.,Miguel, Delia,Millan, Alba,Marcos, M. Luisa,De Cienfuegos, Luis Alvarez,Campana, Araceli G.,Cuerva, Juan M.
, p. 1529 - 1541 (2014/03/21)
In this work, we show that the unique combination of a nickel catalyst and Cp2TiCl allows the direct conjugate addition of aryl and alkenyl iodides, bromides, and to a lesser extent, chlorides and triflates to α,β-unsaturated carbonyls at room temperature, without requiring the previous formation of an organometallic nucleophile. The reaction proceeds inter- and intramolecularly with good functional group compatibility, which is key for the development of free protecting group methodologies. Carbo- and heterocycles of five- and six-membered rings are obtained in good yields. Moreover, some insights about the mechanism involved have been obtained from cyclic voltammetry, UV-vis, and HRTEM measurements.
New multi-coupling benzylic zinc reagents for the preparation of flexible aromatic compounds
Rottlaender, Mario,Knochel, Paul
, p. 1749 - 1752 (2007/10/03)
The benzylic zinc reagents 3a-c bearing a triflate group in o-, m- or p-position are new efficient multi-coupling reagents reacting stepwise with an aryl iodide (Ar1-I) and an arylzinc bromide (Ar2ZnBr) in the presence of the appropriate palladium catalyst and the suitable phosphine ligand leading to polyfunctional flexible aromatic products of type 5. This methodology is appropriate for applications in combinatorial chemistry.
Synthesis of α,β-unsaturated lactams by palladium-catalysed intramolecular carbonylative coupling
Crisp, Geoffrey T.,Meyer, Adam G.
, p. 5585 - 5596 (2007/10/02)
Amino vinyl triflates have been shown to undergo an intramolecular, carbonylative coupling in the presence of a palladium catalyst to afford α,β-unsaturated lactams.
