Tuning Regioselectivity of Wacker Oxidation in One Catalytic System: Small Change Makes Big Step

• Published in: Journal of organic chemistry Vol. 83; no. 18; pp. 11327 - 11332
• Main Authors: Hu, Kang-Fei, Ning, Xiao-Shan, Qu, Jian-Ping, Kang, Yan-Biao
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 21.09.2018; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; PALLADIUM; ALKENES; KETONES; CROSS-COUPLING REACTION; PROTECTED ALLYLIC AMINES; OLEFINS; ALDEHYDES; TERMINAL OXIDANT; EFFICIENT; MOLECULAR-OXYGEN

A regioselectivity switchable aerobic Wacker–Tsuji oxidation has been developed using catalytic tert-butyl nitrite as a simple organic redox cocatalyst. By solely switching the solvent, either substituted aldehydes or ketones could be prepared under mild aerobic conditions in good yields, respective...