Functionalized Cyclopentanes via Sc(III)-Catalyzed Intramolecular Enolate Alkylation
Christopher C McAtee1, Duncan C Ellinwood1, Rory C McAtee1
1University of Michigan, Department of Chemistry, Willard Henry Dow Laboratory, 930 North University Avee, Ann Arbor, MI, 48109, USA.
Abstract:
We report herein the intramolecular α-tert-alkylation of unsaturated β-ketoesters which gives rise to highly functionalized cyclopentanes. This strategy is characterized by its operational simplicity, mild reaction conditions and the use of scandium(III) triflate as a Lewis acid catalyst. Of interest, cyclopentanes bearing heterocycles, sites for post reaction functionalization and spirocyclic architectures are accessible with this strategy.
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