Platinum-catalyzed acylative cleavage of cyclic ethers

…, WG Payne, D Westmoreland

Index: Fitch, John W.; Payne, Wyatt G.; Westmoreland, Donald Journal of Organic Chemistry, 1983 , vol. 48, # 5 p. 751 - 753

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Citation Number: 23

Abstract

when a smaller excess of DDQ or a shorter reaction time was employed. The resistance of ketones 3, loa, and 1 la to formation of phenolic dehydrogenation products is most likely a consequence of electronic inhibition of formation of the necessary carbonium ion intermediate by the electron-withdrawing carbonyl function. Yields were dependent upon both the solvent and the ability of the polycyclic aromatic ring system to stabilize the ...