Work

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

Year: 2011

Type: article

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.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201105801

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

Institution: Stanford University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: Novel Approaches for Antitumor and Antiviral Agents, G38875570, Total Synthesis of Cytotoxic ent-Kauranoid Natural Products