Current Organic Chemistry

Author(s): Alessandro Ruffoni, Alessandro Casoni, Maria Luisa Gelmi, Sara Pellegrino and Francesca Clerici

DOI: 10.2174/138527212804004472

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Hydroarylation of Substituted Norbornene Amino Acids: Studies on Long-Range Stereo-Electronic Effects on the Regioselectivity of the Addition

Page: [2724 - 2738] Pages: 15

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Abstract

Studies on the Pd-catalyzed hydroarylation reaction of a library of differently substituted norbornene amino acid derivatives with numerous halogenoarenes are described. The effect on the regiochemistry of remote substituents, arylating agents and reaction conditions was considered. The reaction occurred with moderate to good yields and a moderate level of regioselectivity being the coupling at C-5 favorite.

Keywords: Bicyclic alkenes, catalysis, hydroarylations, norbornene amino acid derivatives, Pd-catalyzed reactions, regioselectivity