Samarium(II) diiodide-mediated intramolecular cycloclimerisation of simple bis-enones and -enoates in THF/MeOH has been investigated. Spirocyclic and elaborated polycyclic products, including stereodefined cis-bicyclo[3.3.0]octane and trans-bicyclo[4.3.0]nonanes, are obtained in synthetically useful yield. (C) 2009 Elsevier Ltd. All rights reserved.
- ALPHA,BETA-UNSATURATED KETONES
- REDUCTIVE CYCLIZATION