4.6 Article

Site-Selective γ-C(sp3)-H and γ-C(sp2)-H Arylation of Free Amino Esters Promoted by a Catalytic Transient Directing Group

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 38, Pages 9535-9541

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802465

Keywords

C-H arylation; free amino esters; directing groups; palladium; unnatural amino acids

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The first selective Pd-II-catalysed gamma-C(sp(3))-H and gamma-C(sp(2))-H arylation of free amino esters using a commercially available catalytic transient directing group. A variety of free amino esters, including alpha-amino esters and beta-amino esters, amino monoesters and amino bis-esters, are shown to react with a diverse range of simple aryl and heteroaryl iodide reagents.

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