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Opening of a 1,3-dioxolane by nucleophilic attack at a ketal methylene
Authors:Klaus K Weinhardt
Institution:Institute of Organic Chemistry. Syntex Research, 3401 Hillview Avenue, Palo Alto, CA 94304. U.S.A.
Abstract:A novel type of opening of an ethylene ketal has been observed in the reaction of 1 with alane RA1Me2. The reaction is explained in terms of a nucleophilic attack on the ketal methylene synchronous with participation by one of the ketal oxygens in the opening of the epoxide function located across the 7-membered ring of 1.
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