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. 2018 Oct 5;20(19):6033-6036.
doi: 10.1021/acs.orglett.8b02383. Epub 2018 Sep 17.

Enantioselective Silver-Catalyzed Cascade Synthesis of Fused Lactone and Lactam Oxazolines

Raquel de la Campa  1 , Rubén Manzano  1 , Paul Calleja  1 , Sam R Ellis  1 , Darren J Dixon  1
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Enantioselective Silver-Catalyzed Cascade Synthesis of Fused Lactone and Lactam Oxazolines

Raquel de la Campa et al. Org Lett. .

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).

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