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Mg(II)-BINOLate Salt Catalyzed Asymmetric Mannich-Type Reaction
M. Hatano, T. Horibe, K. Ishihara*
Nagoya University and Japan Science and Technology Agency, Nagoya, Japan
21 October 2010 (online)
Previously, this group has successfully applied chiral Li(I)-BINOLate salts as effective acid-base catalyst into the direct Mannich-type reaction with 1,3-dicarbonyl compounds (J. Am. Chem. Soc. 2010, 132, 56.) However, less reactive malonates cannot be used due to their weak acidity and high chelation ability. In this paper, the authors described an easily prepared Mg(II)-BINOLate catalyzed enantioselective direct Mannich-type reaction with malonates. β-Amino esters and α-halo-β-amino ester type products were obtained in high yields and enantioselectivities.