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Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines

Tamara Beisel, Andreas M. Diehl and Georg Manolikakes*

*Department of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt am Main, Max-von-Laue-Strasse 7, 60438 Frankfurt am Main, Germany, Email: g.manolikakeschemie.uni-frankfurt.de

T. Beisel, A. M. Diehl, G. Manolikakes, Org. Lett., 2016, 18, 4032-4035.

DOI: 10.1021/acs.orglett.6b02045 (free Supporting Information)



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Abstract

A general Pd-catalyzed, enantioselective three-component synthesis using readily available sulfonamides, glyoxylic acid derivatives, and boronic acids provides a broad range of α-arylglycines in high yields and excellent levels of enantioselectivity. Incorporation of Pbf-amides gives a racemization-free access to N-unprotected α-arylglycines.

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Key Words

sulfonamides, α-amino acids, multicomponent reactions


ID: J54-Y2016