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Issue 48, 2019
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TMSOTf mediated ‘5/6-endo-dig’ reductive hydroamination for the stereoselective synthesis of pyrrolidine and piperidine derivatives

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Abstract

A TMSOTf mediated 5/6-endo-dig reductive hydroamination cascade on internal alkynylamines gave expedient, stereoselective access to pyrrolidine and piperidine derivatives. We also demonstrate that a protecting group on nitrogen has a profound effect on the reactivity as well as diastereoselectivity of the reductive hydroamination cascade.

Graphical abstract: TMSOTf mediated ‘5/6-endo-dig’ reductive hydroamination for the stereoselective synthesis of pyrrolidine and piperidine derivatives

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Publication details

The article was received on 22 Apr 2019, accepted on 17 May 2019 and first published on 17 May 2019


Article type: Communication
DOI: 10.1039/C9CC03127H
Chem. Commun., 2019,55, 6858-6861

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    TMSOTf mediated ‘5/6-endo-dig’ reductive hydroamination for the stereoselective synthesis of pyrrolidine and piperidine derivatives

    S. J. Gharpure, D. S. Vishwakarma and R. K. Patel, Chem. Commun., 2019, 55, 6858
    DOI: 10.1039/C9CC03127H

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