Asymmetric allylic alkylation of acyclic allylic ethers with organolithium reagents |
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Authors: | Manuel Pérez Martín Fañanás-Mastral Valentín Hornillos Alena Rudolph Pieter H Bos Syuzanna R Harutyunyan Ben L Feringa |
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Affiliation: | Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen (The Netherlands), Fax: (+31)?50-363-4296. |
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Abstract: | A highly efficient, regio- and enantioselective Cu(I) /phosphoramidite-catalyzed asymmetric allylic alkylation of allyl ethers with organolithium reagents is reported. The use of organolithium reagents is essential for this catalytic C?C bond formation due to their compatibility with different Lewis acids. The versatility of allylic ethers under the copper-catalyzed reaction conditions with organolithium reagents is demonstrated in the shortest synthesis of (S)-Arundic acid. |
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