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Synthesis of Cyclopropyl‐Substituted Furans by Brønsted Acid Promoted Cascade Reactions |
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| Authors: | Prof. Dr. J. Stephen Clark Filippo Romiti Kirsten F. Hogg Dr. Malai Haniti S. A. Hamid Sven C. Richter Dr. Alistair Boyer Joanna C. Redman Dr. Louis J. Farrugia |
| Affiliation: | 1. WestCHEM, School of Chemistry, Joseph Black Building, University of Glasgow, University Avenue, Glasgow G12 8QQ (UK) http://www.chem.gla.ac.uk/staff/stephenc/;2. Faculty of Science, Universiti Brunei Darussalam, Jalan Tungku Link, BE 1410, Brunei Darussalam (Belgium) |
| Abstract: | Chloroacetic acid promotes an efficient and diastereoselective intramolecular cascade reaction of electron‐deficient ynenones to deliver products featuring a 2,3,5‐trisubstituted furan bearing a fused cyclopropyl substituent at the 5‐position. Synthetically relevant polycyclic building blocks featuring rings of various sizes and heteroatoms have been synthesized in high yield using this mild acid‐catalyzed reaction. |
| Keywords: | cascade reactions cyclopropanes enynes furans polycyclic compounds |