Tetrahedron

Highly asymmetric synthesis of (+)-corsifuran A. Elucidation of the electronic requirements in the Ruthenium–NHC catalyzed hydrogenation of benzofurans

N Ortega, B Beiring, S Urban, F Glorius

Index: Ortega, Nuria; Beiring, Bernhard; Urban, Slawomir; Glorius, Frank Tetrahedron, 2012 , vol. 68, # 26 p. 5185 - 5192

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Citation Number: 33

Abstract

A short and efficient synthesis of ent-corsifuran A by a highly asymmetric hydrogenation of a benzofuran precursor is reported. In addition, the electronic influence of the substituents on the asymmetric hydrogenation of benzofurans is provided. Whereas the hydrogenation of electron-deficient benzofurans was achieved under very mild conditions, the presence of electron-donating groups in the benzofuran required harsher reaction conditions for ...