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Organolithium chiral Lewis base BF3 : versatile combination for the enantioselective desymmetrisation of meso-epoxides

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Vrancken, Emmanuel
Mangeney, Pierre
Published in European Journal of Organic Chemistry. 2005, vol. 2005, no. 7, p. 1354-1366
Abstract BF3 can be used in combination with organolithium/strong Lewis base complexes for the enantioselective nucleophilic ring-opening or the carbenoidic rearrangement of various meso-oxiranes with excellent yields and ee values of up to 87 %. Mechanistic aspects of these reactions are considered.
Keywords BoranesCarbenoidsLithiumLewis basesSynthetic methods
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VRANCKEN, Emmanuel, ALEXAKIS, Alexandre, MANGENEY, Pierre. Organolithium chiral Lewis base BF3 : versatile combination for the enantioselective desymmetrisation of meso-epoxides. In: European Journal of Organic Chemistry, 2005, vol. 2005, n° 7, p. 1354-1366. https://archive-ouverte.unige.ch/unige:8034

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Deposited on : 2010-06-21

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