Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou, 350207, China.
Angew Chem Int Ed Engl. 2021 Jun 1;60(23):12775-12780. doi: 10.1002/anie.202102061. Epub 2021 May 5.
We report herein a gold and palladium sequential catalysis system to access furan-fused nine-membered heterocycles in high efficiency and enantioselectivity. In this one-pot procedure, easily accessible enynamides undergo cyclization to generate azadienes in situ that participate in enantioselective formal [5+4] cycloaddition with vinyl ethylene carbonates. Conformation-controlled highly diastereoselective derivatizations of these medium-sized rings, coupled with oxidative furan cleavage, have enabled the access to diverse densely-functionalized nine-membered lactams.
我们在此报告了一个金和钯的顺序催化体系，以高效和对映选择性地获得呋喃稠合的九元杂环。在这个一锅法的过程中，容易获得的烯胺酰胺经历环化反应，原位生成氮杂二烯，它们参与对映选择性的[5+4]环加成与乙烯基碳酸亚乙酯的反应。这些中环的构象控制的高度非对映选择性的衍生化，加上氧化的呋喃断裂，使得获得了各种稠合的多功能化的九元内酰胺成为可能。
