ChemInform Abstract: A First Approach to Asymmetric Protonation via a Polymer‐Supported Chiral Proton Donor.

Abstract

A First Approach to Asymmetric Protonation via a Polymer-Supported Chiral Proton Donor.-The asymmetric protonation of the silyl enol ether (IV) derived from racemic mandelic acid (I) with a chiral polymeric proton donor, prepared by binding (D)-mandelic acid to a Merrifield resin, results in isolation of (L)-mandelic acid (II) after acidic ring cleavage. Best results concerning the e.e. value of the product are obtained at -40 • C. -(CAVELIER, F.; GOMEZ, S.; JACQUIER, R.; VERDUCCI, J.; Tetrahedron Lett. 35 (1994) 18, 2891-2894; Aminoacides Peptides Synth., Methodol. Appl., Univ. Montpellier II, F-34095 Montpellier, Fr.; EN)