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Synfacts 2010(7): 0846-0846  
DOI: 10.1055/s-0029-1220093
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Biaryl Peptides via Solid-Phase Borylation and Cross-Coupling

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Chung Keun Jin
A. Afonso, C. Rosés, M. Planas, L Feliu*
Universitat de Girona, Spain
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Publication History

Publication Date:
22 June 2010 (online)

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Significance

Resin-bound phenylalanine boronate 3 was prepared from H-Leu-Leu-Rink-MBHA resin 1 (two steps), and subjected to ­further aromatic substitution via Suzuki-Miyaura cross-coupling. The reaction of 3 was performed with aryl halides a-g to afford the corresponding arylated peptides 4a-g in 35-87% purity.