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Prof. Barry M. Trost, Dr. David J. Michaelis, Julie Charpentier and Dr. Jiayi Xu Palladium-Catalyzed Allylic Alkylation of Carboxylic Acid Derivatives: N-Acyloxazolinones as Ester Enolate Equivalents Angewandte Chemie International Edition 51

Version of Record online: 16 NOV 2011 | DOI: 10.1002/anie.201105801

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Triple A: A general asymmetric allylic alkylation of ester enolate equivalents at the carboxylic acid oxidation state is reported. N-Acylbenzoxazolinone-derived enol carbonates were synthesized and employed in the palladium-catalyzed alkylation reaction. The imide products were readily converted into a series of carboxylic acid derivatives without loss of enantiopurity.

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