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

Literature Information

Publication Date 2014-09-16
DOI 10.1039/C4CC06652A
Impact Factor 6.222
Authors

Kai Chen, Shuo-Qing Zhang, Jing-Wen Xu, Fang Hu, Bing-Feng Shi


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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.

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