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Dr. Zhishan Su, Dr. Weiyi Li, Dr. Jun Wang, Prof. Changwei Hu and Prof. Xiaoming Feng A Theoretical Investigation on the Strecker Reaction Catalyzed by a TiIV-Complex Catalyst Generated from a Cinchona Alkaloid, Achiral Substituted 2,2′-Biphenol, and Tetraisopropyl Titanate Chemistry - A European Journal 19

Version of Record online: 12 DEC 2012 | DOI: 10.1002/chem.201202237

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The asymmetric Strecker reaction was shown by DFT calculations to occur through a dual activation mechanism in which TiIV acts as a Lewis acid to activate the aldimine electrophile, whereas the cinchona alkaloid acts as a Lewis base to promote the activation and isomerization of HCN. Asymmetric activation is achieved by the transfer of asymmetry from the chiral cinchonine ligand to the axially flexible achiral biphenol ligand through an interaction with TiIV (see figure).

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