Benzimidazole??pyrrolidine/H+ (BIP/H+), a Highly Reactive Organocatalyst for Asymmetric Processes

E Lacoste, E Vaique, M Berlande…

Index: Lacoste, Eric; Vaique, Emilie; Berlande, Muriel; Pianet, Isabelle; Vincent, Jean-Marc; Landais, Yannick European Journal of Organic Chemistry, 2007 , # 1 p. 167 - 177

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Citation Number: 33

Abstract

Abstract A new chiral benzimidazole-pyrrolidine has been devised, which exhibits excellent activities in aminocatalyzed aldol reactions, leading to aldol products in high yields and enantioselectivities in the presence of an equimolar amount of a Brönsted acid. This organocatalyst has demonstrated remarkable reactivities in aldol processes even with equimolar amounts of aldehyde and ketone in THF. A discussion of the role of the ...