Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan 116, ROC.
Org Lett. 2011 Mar 18;13(6):1458-61. doi: 10.1021/ol200133y. Epub 2011 Feb 18.
A novel, efficient, and unprecedented organocatalytic kinetic resolution has been developed. For the first time, a variety of nitroallylic acetates 1a-i have been resolved with aldehydes in the presence of 2 (2.5 mol %) via conjugate addition-elimination. The densely functionalized products 3a-o were obtained with excellent enantioselectivities (up to >99% ee), and unreacted substrates 1a-i were recovered with good to excellent optical purity (up to 98% ee).
发展了一种新颖、高效且前所未有的有机催化动力学拆分方法。首次在 2（2.5mol%）存在下，通过共轭加成-消除反应，用醛对各种硝基烯丙基乙酸酯 1a-i 进行了拆分。得到了具有极好对映选择性（高达＞99%ee）的稠合功能化产物 3a-o，而未反应的底物 1a-i 则具有良好到极好的光学纯度（高达 98%ee）。
