Highly diastereo- and enantioselective copper-catalyzed methylboration of 1, 2-dihydroquinolines and 2H-chromenes. Issue 3 (19th December 2022)

• Record Type: Journal Article
• Authors: Han, Suna; Shen, Xin; Wu, Xiaoxue; Xie, Chaochao; Zi, Guofu; Hou, Guohua
• Is Part Of: Organic chemistry frontiers. Volume 10:Issue 3(2023)
• Page Start: 806
• Page End: 812
• Publication Date: 2022-12-19
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo01620f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A Cu-catalyzed asymmetric methylboration of 1, 2-dihydroquinolines, 2 H -chromenes and 2 H -thiochromenes providing boryl products bearing two adjacent chiral centers with excellent selectivities, up to 99 : 1 dr and 99.9% ee, has been realized for the first time. Abstract : A Cu-catalyzed highly diastereo- and enantioselective methylboration of diverse heterocyclic compounds including 1, 2-dihydroquinolines, 2 H -chromenes and 2 H -thiochromenes providing the corresponding organoboron compounds bearing two adjacent chiral centers with excellent diastereoselectivities (dr up to >99 : 1) and enantioselectivities (up to 99.9% ee) has been realized for the first time. This method provides an efficient and highly enantioselective approach for the synthesis of chiral organoboron compounds and their derivatives containing heterocyclic structures.