We thank the National Science Foundation and the National Institutes of Health, General Medical Sciences (Grant GM33049), for their generous support of our programs. D.J.M. also thanks the National Institutes of Health for a postdoctoral fellowship (F32GM093467-01).
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Communication
Palladium-Catalyzed Allylic Alkylation of Carboxylic Acid Derivatives: N-Acyloxazolinones as Ester Enolate Equivalents†
Article first published online: 16 NOV 2011
DOI: 10.1002/anie.201105801
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Trost, B. M., Michaelis, D. J., Charpentier, J. and Xu, J. (2012), Palladium-Catalyzed Allylic Alkylation of Carboxylic Acid Derivatives: N-Acyloxazolinones as Ester Enolate Equivalents. Angew. Chem. Int. Ed., 51: 204–208. doi: 10.1002/anie.201105801
- †
Publication History
- Issue published online: 29 DEC 2011
- Article first published online: 16 NOV 2011
- Manuscript Revised: 2 SEP 2011
- Manuscript Received: 16 AUG 2011
Funded by
- National Science Foundation
- National Institutes of Health, General Medical Sciences. Grant Number: GM33049
- National Institutes of Health. Grant Number: F32GM093467-01
Keywords:
- allylic alkylation;
- asymmetric catalysis;
- benzoxazolinones;
- ester enolates;
- palladium
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.