Abstract
Chiral phosphorus–olefins (S)-1, (S)-4, and (S)-5 have been designed and synthesized. These ligands were all synthesized from (S)-phenylalanine derivatives and act as phosphorus–olefin bidentate ligands to rhodium. The coordination face of the olefin can be effectively controlled by the original chirality of (S)-phenylalanine in all cases; the rhodium complexes coordinated with these ligands have been employed as catalysts for the asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones, to give 1,4-adducts with high enantioselectivities for cyclic enones and moderate enantioselectivities for acyclic enones.
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