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Synlett 2001; 2001(3): 0424-0426
DOI: 10.1055/s-2001-11395
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Asymmetric Michael Addition Catalyzed by d-Glucose-based Azacrown Ethers

Tibor Novák* , János Tatai, Péter Bakó, Mátyás Czugler, György Keglevich, László Tóke
  • *Department of Organic Chemical Technology, Budapest University of Technology and Economics, 1521 Budapest, P.O. Box 91, Hungary; Fax + 36(1)4 63 36 48; E-mail: p-bako.oct@chem.bme.hu
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Publikationsdatum:
31. Dezember 2001 (online)

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Novel sugar-based azacrown ethers with phosphinoxidoalkyl side chain (2 a - e) have been synthesized. They show significant asymmetric induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (95% ee) and to 3-fur-2-yl-1-phenyl-propenone (80% ee).

crown compounds - Michael addition - asymmetric catalysis - lariate ether - phase transfer catalysis