Issue 1, 1994

Intramolecular competitive addition of vinyl radicals to keto and alkenyl groups in Wieland–Miescher ketones—synthesis of carbocycles and propellanes

Abstract

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 rused carbocycles and propellanes, respectively.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1994, 25-26

Intramolecular competitive addition of vinyl radicals to keto and alkenyl groups in Wieland–Miescher ketones—synthesis of carbocycles and propellanes

T. Rajamannar and K. K. Balasubramanian, J. Chem. Soc., Chem. Commun., 1994, 25 DOI: 10.1039/C39940000025

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