Synthesis of D-glucose-based azacrown ethers with phosphonoalkyl side chain and their application to enantioselective reaction.

Authors
Novak, T Bako, P Pete, B Keglevich, G Ludanyi, K Toke, L
Citation
T. Novak et al., Synthesis of D-glucose-based azacrown ethers with phosphonoalkyl side chain and their application to enantioselective reaction., MAGY KEM FO, 106(4), 2000, pp. 171-176
Citations number
22
Categorie Soggetti
Chemistry
Journal title
MAGYAR KEMIAI FOLYOIRAT
ISSN journal
14189933 → ACNP
Volume
106
Issue
4
Year of publication
2000
Pages
171 - 176
Database
ISI
SICI code
1418-9933(200004)106:4<171:SODAEW>2.0.ZU;2-W
Abstract
Chiral a-D-glucose-based monoaza-15-crown-5 ethers with phosphonoalkyl side chain (5a-e) have been synthesised. The substituent at the nitrogen atom h ad a major influence on the cation binding ability of the azacrown. The new lariat ethers (5a-e) showed significant asymmetic induction as phase trans fer catalysts in the Michael addition of 2-nitropropane to chalcone.