Medium-sized carbocycles by samarium diiodide-induced carbonyl-alkene cyclizations
Jakub Saadi1, Dieter Lentz, Hans-Ulrich Reissig
1Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, 14195 Berlin, Germany.
Abstract:
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.
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