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A practical and scalable system for heteroaryl amino acid synthesis

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Abstract

A robust system for the preparation of β-heteroaryl α-amino acid derivatives has been developed using photoredox catalysis. This system operates via regiospecific activation of halogenated pyridines (or other heterocycles) and conjugate addition to dehydroalanine derivatives to deliver a wide range of unnatural amino acids. This process was conducted with good efficiency on large scale, the application of these conditions to amino ketone synthesis is shown, and a simple protocol is given for the preparation of enantioenriched amino acid synthesis, from a number of radical precursors.

Graphical abstract: A practical and scalable system for heteroaryl amino acid synthesis

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Publication details

The article was received on 17 Aug 2017, accepted on 02 Oct 2017 and first published on 02 Oct 2017


Article type: Edge Article
DOI: 10.1039/C7SC03612D
Citation: Chem. Sci., 2017, Advance Article
  • Open access: Creative Commons BY license
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    A practical and scalable system for heteroaryl amino acid synthesis

    R. A. Aycock, D. B. Vogt and N. T. Jui, Chem. Sci., 2017, Advance Article , DOI: 10.1039/C7SC03612D

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