Tomizawa Masaki, Shibuya Masatoshi, Iwabuchi Yoshiharu
Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan.
Org Lett. 2009 Apr 16;11(8):1829-31. doi: 10.1021/ol900441f.
A highly enantioselective organocatalytic oxidative kinetic resolution (OKR) of racemic secondary alcohols has been accomplished using asymmetric organocatalysis. A panel of chirally modified 2-azaadamantane N-oxyls (AZADOs) exhibit superior catalytic activity and high enantioselectivity, allowing us to obtain optically active secondary alcohols with a k(rel) value up to 82.2.
利用不对称有机催化实现了外消旋仲醇的高度对映选择性有机催化氧化动力学拆分(OKR)。一系列手性修饰的2-氮杂金刚烷N-氧基(AZADOs)表现出优异的催化活性和高对映选择性,使我们能够获得k(rel)值高达82.2的光学活性仲醇。