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. 2017 Nov 3;82(21):11311-11325.
doi: 10.1021/acs.joc.7b02072. Epub 2017 Sep 29.

Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes

Sherry R Chemler  1 , Shuklendu D Karyakarte  1 , Zainab M Khoder  1
Affiliations

Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes

Sherry R Chemler et al. J Org Chem. .

Abstract

This Perspective describes the development of a family of copper(II)-catalyzed alkene difunctionalization reactions that enable stereoselective addition of amine derivatives and alcohols onto pendant unactivated alkenes to provide a range of valuable saturated nitrogen and oxygen heterocycles. 2-Vinylanilines and related substrates undergo alternative oxidative amination or allylic amination pathways, and these reactions will also be discussed. The involvement of both polar and radical steps in the reaction mechanisms have been implicated. Major product formation is a function of the lowest energy pathway, which in turn is a function of structural aspects of the various reaction components.

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Conflict of interest statement

Notes

The authors declare no competing financial interest.

Figures

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