Catalytic Enantioselective Addition of Me2Zn to Aromatic Aldehydes Promoted by New Modular Thiophene-Oxazoline Ligands

P.   G.   Cozzi; M.      Locatelli

doi:10.2174/1570178043400794

Abstract

A small library of aryl and dialkyl 3-hydroxy thiophene 2-oxazolines was simply prepared by direct and selective metalation of 4-tertbutyl-2-(thiophene-2-yl)-4,5-dihidrooxazole and its successive reaction with aromatic and aliphatic ketones. The ligand 7h was able to promote the addition of Me2Zn to aromatic aldehydes with good enantioselectivity (up to 92 % ee).

Keywords: me2zn, asymmetric catalysis, thiophene, aldehydes, ligand library

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Letters in Organic Chemistry

Title: Catalytic Enantioselective Addition of Me2Zn to Aromatic Aldehydes Promoted by New Modular Thiophene-Oxazoline Ligands

Volume: 1 Issue: 3

Author(s): P. G. Cozzi and M. Locatelli

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Keywords: me2zn, asymmetric catalysis, thiophene, aldehydes, ligand library

Abstract: A small library of aryl and dialkyl 3-hydroxy thiophene 2-oxazolines was simply prepared by direct and selective metalation of 4-tertbutyl-2-(thiophene-2-yl)-4,5-dihidrooxazole and its successive reaction with aromatic and aliphatic ketones. The ligand 7h was able to promote the addition of Me2Zn to aromatic aldehydes with good enantioselectivity (up to 92 % ee).

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Cozzi G. P. and Locatelli M., Catalytic Enantioselective Addition of Me2Zn to Aromatic Aldehydes Promoted by New Modular Thiophene-Oxazoline Ligands, Letters in Organic Chemistry 2004; 1 (3) . https://dx.doi.org/10.2174/1570178043400794