Highly efficient construction of angular polycycles.

Nat Commun

State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, China.

Published: October 2024

AI Article Synopsis

  • Angular tricyclic and polycyclic skeletons are unique natural product structures that can be synthesized using a specific chemical reaction.
  • Researchers have developed a Lewis acid-catalyzed (3 + 2) cycloaddition method that combines donor-acceptor cyclopropanes with benzene, creating a variety of complex carbocycles.
  • This innovative approach utilizes inexpensive materials and has potential applications in the synthesis of natural products and in drug discovery.

Article Abstract

Angular tricyclic and polycyclic skeletons feature typical cores in an intriguing type of natural products. We herein report the Lewis acids-catalyzed dearomative (3 + 2) cycloadditions of donor-acceptor cyclopropanes with benzene ring, by which structurally complex and diverse angular tricyclic and polycyclic carbocycles were efficiently constructed from cheap and easily available feedstock and with convenient operation. This is also the example of (3 + 2) cycloaddition of a C3-synthon with the C = C of benzene. We believe this will demonstrate its potential in the total syntheses of natural products and drug discovery.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11502836PMC
http://dx.doi.org/10.1038/s41467-024-53562-1DOI Listing

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