Asymmetric catalytic Mannich reactions catalyzed by urea derivatives: enantioselective synthesis of β-aryl-β-amino acids

AG Wenzel, EN Jacobsen

Index: Wenzel, Anna G.; Jacobsen, Eric N. Journal of the American Chemical Society, 2002 , vol. 124, # 44 p. 12964 - 12965

Full Text: HTML

Citation Number: 508

Abstract

Highly enantioselective addition reactions between silyl ketene acetals and N-Boc aldimines are catalyzed by the thiourea-based catalyst 1c. Extraordinary scope is observed in this methodology with regard to the imine substrate, with aryl and heteroaromatic derivatives generally affording nearly quantitative yields of β-amino ester product in up to 98% enantioselectivity.