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Fragment-oriented synthesis: β-elaboration of cyclic amine fragments using enecarbamates as platform intermediates

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Abstract

A strategy for the β-sp3 functionalisation of cyclic amines is described. Regioselective conversion of protected amines to enecarbamates is achieved through electrochemical oxidation; these intermediates can be derivatised by functionalised alkyl halides under photoredox catalysis. The potential of the methods is highlighted by direct growth of a DCP2B-binding fragment.

Graphical abstract: Fragment-oriented synthesis: β-elaboration of cyclic amine fragments using enecarbamates as platform intermediates

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Article information


Submitted
04 Jun 2020
Accepted
24 Jun 2020
First published
26 Jun 2020

This article is Open Access

Chem. Commun., 2020, Advance Article
Article type
Communication

Fragment-oriented synthesis: β-elaboration of cyclic amine fragments using enecarbamates as platform intermediates

A. F. Trindade, E. L. Faulkner, A. G. Leach, A. Nelson and S. P. Marsden, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC03934A

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