Rhodium/olefin-catalyzed reaction of arylboronic acids with an α-acetamido acrylic ester: Mizoroki–Heck-type reaction versus asymmetric conjugate addition |
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Authors: | Timothy Noël Yaşar Gök Johan Van der Eycken |
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Institution: | Laboratory for Organic and Bioorganic Synthesis, Department of Organic Chemistry, Ghent University, Krijgslaan 281 (S.4), B-9000 Ghent, Belgium |
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Abstract: | In this paper we present our results concerning the rhodium/olefin-catalyzed reaction of arylboronic acids with an α-acetamido acrylic ester. With a chiral norbornadiene ligand rather low enantioselectivities (up to 21% ee) were obtained. Besides the expected conjugate adduct, we also observed the formation of a significant amount of Mizoroki–Heck-type product. The ratio of the conjugate adduct/Mizoroki–Heck product could be adjusted by a proper choice of the olefin ligand. |
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