Enantioselective Aerobic Alcohol Oxidation Using Chiral Ligand-Hybridized Nitroxyl Radical/Copper Catalysis

2017 Fiscal Year Final Research Report

• Project/Area Number: 15K07848
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Tohoku University
• Principal Investigator: Sasano Yusuke 東北大学, 薬学研究科, 助教 (10636400)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: アルコール酸化反応 / ニトロキシルラジカル / 酸化的速度論的光学分割反応 / 化学選択性

Outline of Final Research Achievements

Development of enantioselective aerobic alcohol oxidation using chiral ligand-hybridized nitroxyl radical/copper catalysis has been investigated. After evaluation of the catalytic activities of newly synthesized chiral ligand-hybridized nitroxyl radicals, we have identified highly enantioselective conditions for oxidative kinetic resolution of racemic secondary alcohols. (49% conversion, 90% ee (s value 75)). The optimum conditions tolerate various oxidation-labile functional groups, such as methoxyphenyl, aniline, and sulfide groups.

Free Research Field

有機合成化学