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

Authors
Novak, T Tatai, J Bako, P Czugler, M Keglevich, G Toke, L
Citation
T. Novak et al., Asymmetric Michael addition catalyzed by D-glucose-based azacrown ethers, SYNLETT, (3), 2001, pp. 424-426
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
3
Year of publication
2001
Pages
424 - 426
Database
ISI
SICI code
0936-5214(200103):3<424:AMACBD>2.0.ZU;2-C
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).