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Functionalized Cyclopentanes via Sc(III)-Catalyzed Intramolecular Enolate Alkylation

Christopher C McAtee, Duncan C Ellinwood, Rory C McAtee, Corinna S Schindler

Tetrahedron. 2018 Jun 28;74(26):3306-3313.

PMID: 30262933

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP180801552 Boc-methoxyphenyldiphenylsulfonium triflate Boc-methoxyphenyldiphenylsulfonium triflate 180801-55-2 Price
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