1, 4‐Diketones from Cross‐Conjugated Dienones: Potassium Permanganate‐Interrupted Nazarov Reaction1. Issue 34 (3rd July 2015)

• Record Type: Journal Article
• Authors: Kwon, Yonghoon; Schatz, Devon J.; West, Frederick G.
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 34(2015)
• Page Start: 9940
• Page End: 9943
• Publication Date: 2015-07-03
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201503696
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A domino potassium permanganate‐interrupted Nazarov reaction to yield syn‐2, 3‐disubstituted 1, 4‐diketones via a decarbonylative cleavage of the Nazarov oxyallyl intermediate, believed to be without precedent, is presented. This process allows syn substituents to be established stereospecifically on the 2‐carbon bridge connecting the ketone carbonyl carbons, and the formation of one carbon–carbon and two carbon–oxygen bonds. Two carbon–carbon bonds are cleaved in this process.</p> </abstract>