Literature DB >> 16311803

Cinchona alkaloid-based polymer-bound phase-transfer catalysts: efficient enantioselective alkylation of benzophenone imine of glycine esters.

Baptiste Thierry1, Jean-Christophe Plaquevent, Dominique Cahard.   

Abstract

Cross-linked polystyrene-bound and poly(ethylene glycol)-bound phase-transfer catalysts as well as homopolymers of cinchona alkaloid derivatives have been synthesised. Both soluble and insoluble polymers have been investigated. The enantioselective alkylation of N-diphenyl methylene glycine t-butyl ester has been successfully carried out in heterogeneous and homogeneous systems. High enantioselectivities (up to 96%) have been obtained. The polymer-bound catalysts have been easily recovered and conditions for efficient recycling have been studied.

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Year:  2005        PMID: 16311803     DOI: 10.1007/s11030-005-8112-3

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  5 in total

1.  Asymmetric catalysis on sequentially-linked columns.

Authors:  A M Hafez; A E Taggi; T Dudding; T Lectka
Journal:  J Am Chem Soc       Date:  2001-11-07       Impact factor: 15.419

2.  A poly(ethylene glycol)-supported quaternary ammonium salt: An efficient, recoverable, and recyclable phase-transfer catalyst

Authors: 
Journal:  Org Lett       Date:  2000-06-15       Impact factor: 6.005

3.  C(2)-symmetric chiral pentacyclic guanidine: a phase-transfer catalyst for the asymmetric alkylation of tert-butyl glycinate Schiff base.

Authors:  Tetsuya Kita; Angelina Georgieva; Yuichi Hashimoto; Tadashi Nakata; Kazuo Nagasawa
Journal:  Angew Chem Int Ed Engl       Date:  2002-08-02       Impact factor: 15.336

4.  The enantioselective synthesis of alpha-amino acids by phase-transfer catalysis with achiral Schiff base esters.

Authors:  Martin J O'Donnell
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

5.  Polymer-supported Cinchona alkaloid-derived ammonium salts as recoverable phase-transfer catalysts for the asymmetric synthesis of alpha-amino acids.

Authors:  Rafael Chinchilla; Patricia Mazón; Carmen Nájera
Journal:  Molecules       Date:  2004-04-30       Impact factor: 4.411

  5 in total

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