Rhodium(III)-Catalyzed Asymmetric Borylative Cyclization of Cyclohexadienone-Containing 1,6-Dienes: An Experimental and DFT Study

• Published in: Journal of the American Chemical Society Vol. 141; no. 32; pp. 12770 - 12779
• Main Authors: Tan, Yun-Xuan, Zhang, Fang, Xie, Pei-Pei, Zhang, Shuo-Qing, Wang, Yi-Fan, Li, Qing-Hua, Tian, Ping, Hong, Xin, Lin, Guo-Qiang
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 14.08.2019; Amer Chemical Soc
• Subjects: catalytic activity; Chemistry; Chemistry, Multidisciplinary; diastereoselectivity; enantioselectivity; moieties; olefin; Physical Sciences; regioselectivity; rhodium; Science & Technology; RHODIUM-CATALYZED DEUTERIOFORMYLATION; ENANTIOSELECTIVE CYCLOISOMERIZATION; OXIDATIVE CARBOCYCLIZATION; 1,6-ENYNES; COMPLEXES; SECONDARY; CYCLIZATION/HYDROSILYLATION; DIBORATION

Because of the inherent difficulty in differentiating two olefins, the development of metal-catalyzed asymmetric cyclization of 1,6-dienes remains challenging. Herein, we describe the first rhodium­(III)-catalyzed asymmetric borylative cyclization of cyclohexadienone-tethered mono-, 1,1-di-, and (E)...