Palladium‐Catalyzed Allylic Alkylation of Carboxylic Acid Derivatives: <i>N</i>‐Acyloxazolinones as Ester Enolate Equivalents

Barry M. Trost, David J. Michaelis, Julie Charpentier, Jiayi Xu

Angewandte Chemie International Edition · 2011 · 59 citations · 31 references

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Abstract

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. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

31