Chiral bis (oxazoline) copper (II) complexes as lewis acid catalysts for the enantioselective Diels-Alder reaction

…, SJ Miller, T Lectka, P von Matt

Index: Evans, David A.; Miller, Scott J.; Lectka, Thomas; Von Matt, Peter Journal of the American Chemical Society, 1999 , vol. 121, # 33 p. 7559 - 7573

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Citation Number: 336

Abstract

Bis (oxazoline) copper (II) complexes are highly enantioselective catalysts in Diels-Alder reactions involving bidentate dienophiles. Cationic [Cu ((S, S)-t-Bu-box)] X2 complexes with different counterions have been used as catalysts, revealing a profound influence of the counterion on the rate and stereoselectivity of the catalyst. A square-planar catalyst- substrate complex is proposed to account for the high diastereo-and enantioselectivities ...