Kinetic resolution of indolines through reductive amination of aldehydes by chiral Brønsted acid. Issue 30 (26th July 2017)

• Record Type: Journal Article
• Authors: Wang, Yingwei; Li, Guangxun; Liu, Hongxin; Tang, Zhuo; Cao, Yuan; Zhao, Gang
• Is Part Of: Tetrahedron letters. Volume 58:Issue 30(2017)
• Page Start: 2993
• Page End: 2996
• Publication Date: 2017-07-26
• Subjects: Kinetic resolution -- Indolines -- Chiral Brønsted acid -- Hydride donor -- Transfer hydrogenation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.06.057
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: The method provided a concise methodology for the synthesis of chiral indolines. An external hydride transfer agent was used for the KR of racemic indolines. The reaction was good complementary to Akiyama's work. Abstract: We have developed a highly efficient and practical strategy for the kinetic resolution of indoline derivatives, involving a chiral Brønsted acid-catalyzed iminium ion formation and asymmetric transfer hydrogenation cascade process. The kinetic resolution allows the synthesis of 2-substituted N -benzylindolines in good yields with moderate to excellent enantioselectivities.