4.4 Article

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

Journal

TETRAHEDRON
Volume 71, Issue 26-27, Pages 4478-4483

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.02.087

Keywords

C-C cleavage; Cyclobutenone; Rhodium catalysis; Decarbonylation; Cyclopropanation

Funding

  1. UT Austin
  2. CPRIT [R1118]
  3. National Institute of General Medical Sciences [R01GM109054-01]
  4. Welch Foundation [F 1781]

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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. (C) 2015 Elsevier Ltd. All rights reserved.

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