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Synfacts 2010(11): 1268-1268
DOI: 10.1055/s-0030-1258746
DOI: 10.1055/s-0030-1258746
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
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
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
21. Oktober 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201011/lookinside/thumbnails/10.1055-s-0030-1258746-1.jpg)
Significance
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.