Functionalized Major-Groove and Minor-Groove Chiral Polybinaphthyls: Application in the Asymmetric Reaction of Aldehydes with Diethylzinc
Citations Over TimeTop 10% of 1997 papers
Abstract
A series of functionalized and optically active major-groove polybinaphthyls and minor-groove polybinaphthyls have been synthesized by using the Suzuki coupling reaction and have been spectroscopically characterized. The application of these chiral polymers in the asymmetric addition of diethylzinc to aldehydes has been studied. A minor-groove polybinaphthyl is found to be an excellent catalyst for the asymmetric reaction of diethylzinc with a number of aldehydes. The molecular weight and the molecular weight distribution of the polymer have little effects on the catalytic process. The chiral polymer can be easily recovered and reused without loss of catalytic activity as well as enantioselectivity. These rigid and sterically regular chiral polybinaphthyls represent a new generation of enantioselective polymeric catalysts. The reaction of the polybinaphthyls as well as certain monomeric binaphthyl molecules with diethylzinc has been investigated which has provided further information on the novel polymeric catalysts.
Related Papers
- → Development of Chiral Catalysts by Asymmetric Activation for Highly Enantioselective Diethylzinc Addition to Imines(2005)2 cited
- Asymmetric Amplifying Phenomena in Enantioselective Addition of Diethylzinc to Benzaldehyde(1989)
- → ChemInform Abstract: Synthesis of Novel 1,4‐Bissulfonamide Ligands for Enantioselective Addition of Diethylzinc to Aldehydes.(2011)
- → ChemInform Abstract: Enantioselective Synthesis of Furyl Alcohols by Catalytic Asymmetric Addition of Diethylzinc to Furanaldehydes.(1990)
- → ChemInform Abstract: Asymmetric Amplifying Phenomena in Enantioselective Addition of Diethylzinc to Benzaldehyde.(1989)