The Asymmetric Dialkylzinc Addition to Imines Catalyzed by [2.2]Paracyclophane-Based N,O-Ligands
Stefan Dahmen and Stefan Bräse*
*Institut für Organische Chemie, Universität Karlsruhe, Fritz-Haber-Weg 6,
D-76131 Karlsruhe, Germany, Email:
braese
ioc.uka.de
S. Dahmen, S. Braese, J. Am. Chem. Soc., 2002, 124, 5940-5941.
DOI: 10.1021/ja025831e (free Supporting Information)
Abstract
N-formyl-α-(p-tolysulfonyl)benzylamines are readily available starting materials which upon deprotonation eliminate the sulfinate group to give an acyl imine. The acyl imines further react with alkylzinc reagents in the presence of catalytic amounts of chiral [2.2]paracyclophane-based N,O-ligands to alkylated N-(1-phenylpropyl)formamides with excellent yields and enantioselectivities.
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ID: J48-Y2002-1130
