A copper(I)-catalyzed asymmetric Mannich reaction of glycine Schiff bases with isatin-derived ketimines: enantioselective synthesis of 3-substituted 3-aminooxindoles

作者：Zhu, Jing-Yan; Yang, Wu-Lin^*; Liu, Yang-Zi; Shang, Shao-Jing; Deng, Wei-Ping^*

来源：Organic Chemistry Frontiers, 2018, 5(1): 70-74.

DOI：10.1039/c7qo00691h

• AZA-HENRY REACTION
• BAYLIS-HILLMAN REACTION
• AZOMETHINE YLIDES
• 1,3-DIPOLAR CYCLOADDITION
• OXINDOLES BEARING
• AMINO-ACIDS
• CONSTRUCTION
• IMINES
• DERIVATIVES
• COMPLEX

A Cu(I)/Ph-Phosferrox complex catalyzed asymmetric Mannich reaction of glycine Schiff bases with isatin-derived ketimines has been described. This strategy can provide direct access to chiral 3-substituted 3-aminooxindoles bearing vicinal quaternary-tertiary carbon stereocenters in high yields (up to 99%), excellent enantioselectivities (up to >99% ee) and moderate to high diastereoselectivities (up to 98 : 2 dr).

• 出版日期2018-1
• 单位华东理工大学