1289576-73-3Relevant academic research and scientific papers
Synthesis of diverse β-quaternary ketones via palladium-catalyzed asymmetric conjugate addition of arylboronic acids to cyclic enones
Holder, Jeffrey C.,Goodman, Emmett D.,Kikushima, Kotaro,Gatti, Michele,Marziale, Alexander N.,Stoltz, Brian M.
, p. 5781 - 5792 (2015/08/03)
Abstract The development and optimization of a palladium-catalyzed asymmetric conjugate addition of arylboronic acids to cyclic enone conjugate acceptors is described. These reactions employ air-stable and readily-available reagents in an operationally si
Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to five-, six-, and seven-membered β-substituted cyclic enones: enantioselective construction of all-carbon quaternary stereocenters
Kikushima, Kotaro,Holder, Jeffrey C.,Gatti, Michele,Stoltz, Brian M.
supporting information; experimental part, p. 6902 - 6905 (2011/06/19)
The first enantioselective Pd-catalyzed construction of all-carbon quaternary stereocenters via 1,4-addition of arylboronic acids to β-substituted cyclic enones is reported. Reaction of a wide range of arylboronic acids and cyclic enones using a catalyst
Copper-catalyzed asymmetric conjugate addition with chiral SimplePhos ligands
Palais, Laetitia,Alexakis, Alexandre
supporting information; experimental part, p. 10473 - 10485 (2010/05/02)
SimplePhos ligands represent a novel class of monodentate chiral ligands based on a chiral amine moiety and flexible diaryl groups on the phosphorous atom. They can be easily prepared by two different pathways and they can be highly functionalised. Herein we report the copper-catalysed asymmetric conjugate addition of diethyl zinc and trialkylaluminium reagents with SimplePhos ligands, which gives high enantioselectivity with cyclic enones, acyclic enones and nitro-olefins, with up to 98.6 % ee. Of particular interest is the reaction of trialkylaluminium reagents with a wide range of 3substituted enones, thus allowing the formation of stereogenic quaternary carbon centres.
