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Pentadienyl transfer reagents based on zirconium: preparation and reactions with carbonyl compounds
Authors:Philippe Bertus
Institution:Réactions Sélectives et Applications (UMR 6519), CNRS and Université de Reims, 51687 Reims Cedex 2, France
Abstract:A variety of 2,4-pentadienylzirconiums were generated by reacting pentadienyl ethers with zirconocene ‘Cp2Zr’. These complexes underwent a highly γ-regioselective and anti-stereoselective in situ addition with carbonyl compounds to afford bis(homoallylic) alcohols in good yields. The reversal of anti vs syn selectivity was simply achieved with BF3, thus expanding the synthetic potential of the reaction.
Keywords:Homoallylic alcohols  Pentadienylation reaction  Stereocontrol  Zirconium
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