Issue 19, 2019

Highly convergent modular access to poly-carbon substituted cyclopropanes via Cu(i)-catalyzed three-component cyclopropene carboallylation

Abstract

We report herein the first example of conjunctive C–C cross-coupling of cyclopropenes enabled by a Cu-catalyzed three-component reaction of organoboron, cyclopropene and allylic bromide, which features a modular, stereoselective assembly of poly-carbon substituted cyclopropanes. Preliminary studies showed that the reaction can be extended to benzylation and made enantioselective with C2-symmetrical bisphosphine ligands.

Graphical abstract: Highly convergent modular access to poly-carbon substituted cyclopropanes via Cu(i)-catalyzed three-component cyclopropene carboallylation

Supplementary files

Article information

Article type
Research Article
Submitted
17 Jul 2019
Accepted
15 Aug 2019
First published
19 Aug 2019

Org. Chem. Front., 2019,6, 3387-3391

Highly convergent modular access to poly-carbon substituted cyclopropanes via Cu(I)-catalyzed three-component cyclopropene carboallylation

H. Li, M. Zhang, H. Mehfooz, D. Zhu, J. Zhao and Q. Zhang, Org. Chem. Front., 2019, 6, 3387 DOI: 10.1039/C9QO00902G

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