设计、合成及手性亚砜胺膦催化剂在不对称分子内 Rauhut-Currier 反应中的应用。
Design, synthesis, and application of a chiral sulfinamide phosphine catalyst for the enantioselective intramolecular Rauhut-Currier reaction.
机构信息
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 (P.R. China) http://faculty.ecnu.edu.cn/s/1811/main.jspy.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai, 200032 (P.R. China).
出版信息
Angew Chem Int Ed Engl. 2015 Jun 1;54(23):6874-7. doi: 10.1002/anie.201500907. Epub 2015 Apr 23.
A novel class of chiral sulfinamide phosphine catalysts (Xiao-Phos) are reported, which can be easily prepared from inexpensive commercially available starting materials. The Xiao-Phos catalysts showed good performance in enantioselective intramolecular Rauhut-Currier reactions, generating α-methylene-γ-butyrolactones in high yields with up to 99% ee under mild conditions. Moreover, kinetic resolution and parallel kinetic resolution were also observed with the use of two different substituted racemic precursors.
一种新型的手性亚砜膦配体催化剂（Xiao-Phos）被报道，它可以很容易地由廉价的商业可得的起始原料制备得到。Xiao-Phos 催化剂在手性亚砜膦配体催化的吲哚与烯丙基酮的不对称环加成反应中表现出了良好的催化活性，在温和条件下以高达 99%的对映选择性得到了α-亚甲基-γ-丁内酯产物。此外，通过使用两种不同取代的外消旋前手性底物，还观察到了动力学拆分和对映选择性平行动力学拆分反应。
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