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Copper-catalyzed asymmetric conjugate addition with chiral SimplePhos ligands.
Chemistry
October 2009
Département de chimie organique Université de Genève, 30 quai Ernest Ansermet, 1211 Geneve 4, Switzerland.
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.
View Article and Find Full Text PDFPhosphorus-olefin chelation in coordinated atropisomeric chiral auxiliaries.
Chem Commun (Camb)
October 2008
Laboratorium für Anorganische Chemie, ETHZ HCI Hönggerberg, CH-8093 Zürich, Switzerland.
The atropisomeric chelating auxiliaries MeO-Biphep, Binap, MOP and selected monodentate phosphoramidite type ligands are all capable of using differing aromatic fragments as donors to stabilize coordinatively unsaturated 14- or 16-electron species. MeO-Biphep and Binap make use of a double bond immediately adjacent to one of the P-donors to turn these chelate ligands into six-electron donors. In addition to the P-atom, the MOP class uses the pi-electrons of the naphthyl group, not attached to the phosphorus atom, to form a 4e chelate ligand.
View Article and Find Full Text PDFSimplePhos monodentate ligands: synthesis and application in copper-catalyzed reactions.
Angew Chem Int Ed Engl
November 2007
Département de Chimie Organique, Université de Genève, 30 quai Ernest Ansermet, 1211 Geneve 4, Switzerland.
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