Indium Triflate Catalysed Ene and Friedel Crafts Additions to α-Imino Esters: A One-Pot Synthesis of α-Amino Acid Derivatives

Matthew      Krakowski; Christopher   G.   Frost; Joseph   P.   Hartley; Kamlesh   K.   Chauhan

doi:10.2174/157017806775789921

Abstract

The indium catalysed additions of electron-rich alkenes and heteroaromatics to an activated α-imino ester is described. The moisture-sensitive substrate is prepared in situ facilitating a convenient synthesis of unnatural α-amino acid derivatives in one-pot from commercially available reagents.

Keywords: Indium, Lewis acid, Catalysis, Friedel-Crafts, Imino-ene

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Letters in Organic Chemistry

Title: Indium Triflate Catalysed Ene and Friedel Crafts Additions to α-Imino Esters: A One-Pot Synthesis of α-Amino Acid Derivatives

Volume: 3 Issue: 3

Author(s): Matthew Krakowski, Christopher G. Frost, Joseph P. Hartley and Kamlesh K. Chauhan

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Keywords: Indium, Lewis acid, Catalysis, Friedel-Crafts, Imino-ene

Abstract: The indium catalysed additions of electron-rich alkenes and heteroaromatics to an activated α-imino ester is described. The moisture-sensitive substrate is prepared in situ facilitating a convenient synthesis of unnatural α-amino acid derivatives in one-pot from commercially available reagents.

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Krakowski Matthew, Frost G. Christopher, Hartley P. Joseph and Chauhan K. Kamlesh, Indium Triflate Catalysed Ene and Friedel Crafts Additions to α-Imino Esters: A One-Pot Synthesis of α-Amino Acid Derivatives, Letters in Organic Chemistry 2006; 3 (3) . https://dx.doi.org/10.2174/157017806775789921