Asymmetric aza-Henry reaction to provide oxindoles with quaternary carbon stereocenter catalyzed by a metal-templated chiral Bronsted base

作者：Hu Ying^*; Zhou Zijun; Gong Lei; Meggers Eric

来源：Organic Chemistry Frontiers, 2015, 2(8): 968-972.

DOI：10.1039/c5qo00132c

An asymmetric aza-Henry reaction between isatin-derived ketimines and aryl nitromethanes is catalyzed by an inert octahedral chiral-at-metal iridium(III) complex which serves as a chiral Bronsted base. Initially, a kinetically favored diastereomer is formed with high diastereoselectivity and excellent enantioselectivity, and can be epimerized efficiently under base catalysis into the thermodynamically favored diastereomer. The work underscores the potential of our metal-templated approach for the design of high performance asymmetric catalysts.

• 出版日期2015
• 单位厦门大学