Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents |
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Authors: | Bos Pieter H Rudolph Alena Pérez Manuel Fañanás-Mastral Martín Harutyunyan Syuzanna R Feringa Ben L |
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Institution: | Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands. |
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Abstract: | A highly efficient method is reported for the asymmetric ring opening of oxabicyclic alkenes with organolithium reagents. Using a copper/chiral phosphoramidite complex together with a Lewis acid (BF(3)·OEt(2)), full selectivity for the anti isomer and excellent enantioselectivities were obtained for the ring opened products. |
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