Synthesis 2012; 44(8): 1190-1198
DOI: 10.1055/s-0031-1290591
special topic
© Georg Thieme Verlag Stuttgart · New York

Intramolecular Olefin Diamination for the Stereoselective Synthesis of 3-Aminopiperidines

Aidi Kong
Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA, Fax: +1(404)7276586   eMail: sblakey@emory.edu
,
Simon B. Blakey*
Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA, Fax: +1(404)7276586   eMail: sblakey@emory.edu
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Publikationsverlauf

Received: 15. Februar 2012

Accepted: 24. Februar 2012

Publikationsdatum:
28. März 2012 (online)


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Abstract

A general method for the direct intramolecular diamination of terminal olefins is presented. The reaction, mediated by hypervalent iodine oxidants, produces substituted 3-aminopiperidine scaffolds with high regio- and stereoselectivity, rendering this process relevant to both medicinal chemistry and natural products synthesis.