Tetrahedron: Asymmetry

Facile synthesis of C 2-symmetric tridentate bis (thiazoline) and bis (oxazoline) ligands and their application in the enantioselective Henry reaction

SF Lu, DM Du, SW Zhang, J Xu

Index: Lu, Shao-Feng; Du, Da-Ming; Zhang, Shi-Wei; Xu, Jiaxi Tetrahedron Asymmetry, 2004 , vol. 15, # 21 p. 3433 - 3441

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Citation Number: 171

Abstract

A series of novel C2-symmetric bis (thiazoline) ligands with a diphenylamine backbone as a linkage between two thiazoline rings were synthesized by the use of the simple reagent phosphorus pentasulfide. Their application in the catalytic asymmetric Henry reaction of α- keto esters was investigated with comparison to the corresponding bis (oxazoline) ligands. Cu (II)–bis (oxazoline) complexes furnished moderate enantioselectivities (up to 60% ee), ...