Highly efficient construction of angular polycycles
Open Access
- 24 October 2024
- journal article
- research article
- Published by Springer Nature in Nature Communications
- Vol. 15 (1) , 1-8
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.Keywords
Funding Information
- Ministry of Agriculture and Rural Affairs of the People's Republic of China (2023YFD1700401)
- National Natural Science Foundation of China (21572103)
This publication has 49 references indexed in Scilit:
- Taxanes and taxoids of the genus Taxus – A comprehensive inventory of chemical diversityPhytochemistry, 2021
- Asymmetric Catalytic Reactions of Donor–Acceptor CyclopropanesAngewandte Chemie International Edition, 2020
- Donor‐Acceptor Cyclopropanes in the Synthesis of CarbocyclesThe Chemical Record, 2019
- Intramolecular Parallel [4+3] Cycloadditions of Cyclopropane 1,1‐Diesters with [3]Dendralenes: Efficient Construction of [5.3.0]Decane and Corresponding Polycyclic SkeletonsChemistry – A European Journal, 2016
- Arene Chemistry2015
- A New Golden Age for Donor–Acceptor CyclopropanesAngewandte Chemie International Edition, 2014
- Fenestranes in Synthesis: Unique and Highly Inspiring ScaffoldsAngewandte Chemie International Edition, 2013
- Lewis Acid Catalyzed Formal Intramolecular [3+2] Cross‐Cycloaddition of Cyclopropane 1,1‐Diesters with Alkenes: General and Efficient Strategy for Construction of Bridged [n.2.1] Carbocyclic SkeletonsAngewandte Chemie International Edition, 2013
- Recent advances in ring-forming reactions of donor–acceptor cyclopropanesMendeleev Communications, 2011
- Dearomatization Strategies in the Synthesis of Complex Natural ProductsAngewandte Chemie International Edition, 2011