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Issue 90, 2014
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A general and practical palladium-catalyzed monoarylation of β-methyl C(sp3)–H of alanine

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Abstract

A palladium-catalyzed monoarylation of β-methyl C(sp3)–H of an alanine derivative with aryl iodides using an 8-aminoquinoline auxiliary is described. The reaction is highly efficient, scalable and compatible with a variety of functional groups with complete retention of chirality, providing a general and practical access to various β-aryl-α-amino acids. The synthetic potential of this protocol is further demonstrated in the sequential synthesis of diverse β-branched α-amino acids.

Graphical abstract: A general and practical palladium-catalyzed monoarylation of β-methyl C(sp3)–H of alanine

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Supplementary files

Article information


Submitted
24 Aug 2014
Accepted
16 Sep 2014
First published
16 Sep 2014

Chem. Commun., 2014,50, 13924-13927
Article type
Communication

A general and practical palladium-catalyzed monoarylation of β-methyl C(sp3)–H of alanine

K. Chen, S. Zhang, J. Xu, F. Hu and B. Shi, Chem. Commun., 2014, 50, 13924
DOI: 10.1039/C4CC06652A

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