Efficient Asymmetric Synthesis of Chiral Hydroxy-γ-butyrolactones
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Treatment of β-vinyl-β-hydroxy-N-acyloxazolidin-2-ones with VO(acac)2 and tert-butyl hydroperoxide results in formation of unstable epoxides that are ring-opened by intramolecular nucleophilic attack of their exocyclic carbonyl fragments to afford highly functionalized trisubstituted hydroxy-γ-butyrolactones in >95% de, with a polymer-supported oxazolidin-2-one having been used to transfer this methodology to the solid phase.
|Creators||Davies, I. R., Cheeseman, M., Green, R., Mahon, M. F., Merritt, A. and Bull, S. D.|
|Departments||Faculty of Science > Chemistry|
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