Diastereodivergent Catalytic Asymmetric Michael Addition of 2-Oxindoles to alpha,beta-Unsaturated Ketones by Chiral Diamine Catalysts

作者：Wei, Yuan; Wen, Shigang; Liu, Zunwu; Wu, Xinxin; Zeng, Bubing; Ye, Jinxing^*

来源：Organic Letters, 2015, 17(11): 2732-2735.

DOI：10.1021/acs.orglett.5b01149

• ENANTIOSELECTIVE FLUORINATION
• CONJUGATE ADDITION
• 3-SUBSTITUTED OXINDOLES
• PHOSPHONIUM SALTS
• ALPHA-ALLYLATION
• DUAL CATALYSIS
• DIRECT ACCESS
• CONSTRUCTION
• STEREOCENTERS
• BEARING

A diastereodivergent catalytic asymmetric Michael addition of 2-oxindoles to alpha,beta-unsaturated ketones has been successfully developed with two complementary chiral diamine catalysts, affording chiral 3,3-disubstituted oxindoles with two adjacent chiral centers. Diastereodivergence has been realized through modifying substrates and utilizing different catalysts. Either anti-or syn-configured. products possessing vicinal quaternary and tertiary stereogenic centers were produced with high enantioselectivities.

• 出版日期2015-6-5
• 单位华东理工大学