Synlett

Asymmetric michael addition catalyzed by D-glucose-based azacrown ethers

T Novák, J Tatai, P Bakó, M Czugler, G Keglevich…

Index: Novak; Tatai; Bako; Czugler; Keglevich; Toke Synlett, 2001 , # 3 p. 424 - 426

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Citation Number: 16

Abstract

Abstract: Novel sugar-based azacrown ethers with phosphinoxidoalkyl side chain (2a-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). Key words: crown compounds, Michael addition, asymmetric catalysis, lariate ether, phase transfer catalysis