Intramolecular Olefin Diamination for the Stereoselective Synthesis of 3-Aminopiperidines

Aidi Kong; Simon B. Blakey

doi:10.1055/s-0031-1290591

Synthesis, Table of Contents

Synthesis 2012; 44(8): 1190-1198
DOI: 10.1055/s-0031-1290591

special topic

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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Abstract

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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.

Key words

diamination - hypervalent iodine - oxidation - catalysis - piperidine

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References

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