Murauski Kathleen J R, Walden Daniel M, Cheong Paul Ha-Yeon, Scheidt Karl A
Department of Chemistry Center for Molecular Innovation and Drug Discovery, Northwestern University, 2145 Sheridan Rd, Evanston IL 60208 (USA).
Department of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis OR, 97331 (USA).
Adv Synth Catal. 2017 Nov 10;359(21):3713-3719. doi: 10.1002/adsc.201701015. Epub 2017 Aug 14.
A general and enantioselective -heterocyclic carbene (NHC)-catalyzed lactonization of simple enals and α-ketoesters has been discovered using a new ternary cooperative catalytic system. The highly selective annulation was achieved by using a combination of a chiral NHC, a hydrogen-bond donor, and a metal salt, facilitating self-assembly of the reactive partners. A proposed model for this new mode of NHC chiral relay catalysis is supported by experimental and computational mechanistic studies.
利用一种新型三元协同催化体系,已发现一种通用且对映选择性的氮杂环卡宾(NHC)催化的简单烯醛与α-酮酯的内酯化反应。通过使用手性NHC、氢键供体和金属盐的组合实现了高选择性环化,促进了反应伙伴的自组装。实验和计算机理研究支持了这种新型NHC手性接力催化模式的 proposed 模型。 (注:“proposed”此处可能有误,暂按原文翻译)