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Intramolecular competitive addition of vinyl radicals to keto and alkenyl groups in Wieland-Miescher ketones - Synthesis of carbocycles and propellanes
Kalapattukuppuswamy Kuppuswamy B. Balasubramanian
Published in
Issue: 1
Pages: 25 - 26
Wieland-Miescher ketone analogues are prepared by monoalkylation of cyclohexane-1,3-dione with bromomethylcycloalkenyl bromides followed by annulation with methyl vinyl ketone; they undergo 5-exo-trig competitive intramolecular radical addition to the keto and enone olefins to give angularly fused carbocycles and propellanes, respectively.
About the journal
JournalJournal of the Chemical Society, Chemical Communications
Open AccessNo