A FIRST APPROACH TO ASYMMETRIC PROTONATION VIA A POLYMER-SUPPORTED CHIRAL PROTON DONOR

Authors
CAVELIER F GOMEZ S JACQUIER R VERDUCCI J
Citation
F. Cavelier et al., A FIRST APPROACH TO ASYMMETRIC PROTONATION VIA A POLYMER-SUPPORTED CHIRAL PROTON DONOR, Tetrahedron letters, 35(18), 1994, pp. 2891-2894
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
18
Year of publication
1994
Pages
2891 - 2894
Database
ISI
SICI code
0040-4039(1994)35:18<2891:AFATAP>2.0.ZU;2-W
Abstract
Asymmetric protonation of achiral silyl enol ethers employing chiral p roton donors is described for the first time. We have obtained modest enantiomeric excesses by carrying out these reactions in homogeneous s olution. The subject of this paper is to report in a preliminary fashi on the substantially improved asymmetric induction that can be achieve d by supporting the proton donor on a polymeric resin (up to 94% ee). A temperature effect is observed and discussed.