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Enantioselective silver-catalyzed cascade synthesis of fused lactone and lactam oxazolines

DOI: 10.1021/acs.orglett.8b02383 DOI Help

Authors: Raquel De La Campa (University of Oxford) , Rubén Manzano (University of Oxford) , Paul Calleja (University of Oxford) , Sam R. Ellis (University of Oxford) , Darren J. Dixon (University of Oxford)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Organic Letters

State: Published (Approved)
Published: September 2018

Abstract: A new and highly stereoselective cascade reaction between isocyanoacetate esters and α-hydroxy and α-amino ketones has been developed. A cinchona alkaloid derived aminophosphine/silver(I) catalyst complex promoted the reaction and enabled the ready synthesis of fused bicyclic γ-lactone and γ-lactam oxazolines with high enantiocontrol (up to 99% ee).

Subject Areas: Chemistry

Technical Areas: