Catalytic intramolecular decarbonylative coupling of 3-aminocyclobutenones and alkenes: a unique approach to [3.1.0] bicycles

Xuan Zhou; Imran Zafar; Guangbin Dong

doi:10.1016/j.tet.2015.02.087

Catalytic intramolecular decarbonylative coupling of 3-aminocyclobutenones and alkenes: a unique approach to [3.1.0] bicycles

Tetrahedron. 2015 Jul 1;71(26-27):4478-4483. doi: 10.1016/j.tet.2015.02.087.

Authors

Xuan Zhou¹, Imran Zafar¹, Guangbin Dong¹

Affiliation

¹ Department of Chemistry, University of Texas at Austin, Austin, TX 78712, United States.

Abstract

Here we describe a rhodium-catalyzed intramolecular decarbonylative coupling between 3-aminocyclobutenones and alkenes for synthesis of substituted [3.1.0] bicycles. This transformation represents a formal cyclopropanation reaction, in which the cyclobutenones serve as a one-carbon-unit synthon.

Keywords: Cyclobutenone; Cyclopropanation; C–C cleavage; Decarbonylation; Rhodium catalysis.

Grants and funding

R01 GM109054/GM/NIGMS NIH HHS/United States