Publication

Cooperative Effects between Chiral Cp-x-Iridium(III) Catalysts and Chiral Carboxylic Acids in Enantioselective C-H Amidations of Phosphine Oxides

Abstract

An enantioselective C-H amidation of phosphine oxides by using an iridium(III) catalyst bearing an atropchiral cyclopentadienyl (Cp-x) ligand is reported. A very strong cooperative effect between the chiral Cp-x ligand and a phthaloyl tert-leucine enabled the transformation. Matched-mismatched cases of the different acid enantiomers are shown. The amidated P-chiral arylphosphine oxides are formed in yields of up to 95% and with excellent enantioselectivities of up to 99:1 er. Enantiospecific reduction provides access to valuable P-chiral phosphorus(III) compounds.

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Related concepts (16)
CP violation
In particle physics, CP violation is a violation of CP-symmetry (or charge conjugation parity symmetry): the combination of C-symmetry (charge symmetry) and P-symmetry (parity symmetry). CP-symmetry states that the laws of physics should be the same if a particle is interchanged with its antiparticle (C-symmetry) while its spatial coordinates are inverted ("mirror" or P-symmetry). The discovery of CP violation in 1964 in the decays of neutral kaons resulted in the Nobel Prize in Physics in 1980 for its discoverers James Cronin and Val Fitch.
Cooperative
A cooperative (also known as co-operative, co-op, or coop) is "an autonomous association of persons united voluntarily to meet their common economic, social and cultural needs and aspirations through a jointly owned and democratically-controlled enterprise". Cooperatives are democratically controlled by their members, with each member having one vote in electing the board of directors.
Worker cooperative
A worker cooperative is a cooperative owned and self-managed by its workers. This control may mean a firm where every worker-owner participates in decision-making in a democratic fashion, or it may refer to one in which management is elected by every worker-owner who each have one vote. Worker cooperatives rose to prominence during the Industrial Revolution as part of the labour movement. As employment moved to industrial areas and job sectors declined, workers began organizing and controlling businesses for themselves.
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