Medium-sized carbocycles by samarium diiodide-induced carbonyl-alkene cyclizations.
Intramolecular samarium diiodide-induced carbonyl-alkene or carbonyl-alkyne coupling reactions afforded without high dilution conditions 9- and 10-membered benzannulated carbocycles of type II and III in surprisingly good yields and stereoselectivities. A novel samarium diiodide-mediated cascade process leading to tricyclic compounds of type IV was also observed. Bisbenzannulated 10- and 11-membered carbocycles were prepared in very good yields.
Saadi
Jakub
J
Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, 14195 Berlin, Germany.
Lentz
Dieter
D
Reissig
Hans-Ulrich
HU
D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D012493:Samarium / Q000737:chemistry*
D000475:Alkenes; D007454:Iodides; D012493:Samarium; C409809:samarium diiodide