959680-50-3Relevant academic research and scientific papers
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.
SimplePhos monodentate ligands: Synthesis and application in copper-catalyzed reactions
Palais, Laetitia,Mikhel, Igor S.,Bournaud, Chloee,Micouin, Laurent,Falciola, Caroline A.,Vuagnoux-d Augustin, Magali,Rosset, Stephane,Bernardinelli, Gerald,Alexakis, Alexandre
, p. 7462 - 7465 (2008/09/17)
(Chemical Equation Presented) A simple choice: Ligands termed Simple-Phos (L*), based on a chiral amino and flexible aryl groups on the phosphorus atom, induce high enantioselectivity in the copper-catalyzed conjugate addition and allylic substitution of dialkyl zinc and trialkyl aluminum reagents (see scheme; CuTC = copper thiophene carboxylate).
