Davies Iwan R, Cheeseman Matt, Green Rachel, Mahon Mary F, Merritt Andrew, Bull Steven D
Department of Chemistry, University of Bath, BA2 7AY, UK.
Org Lett. 2009 Jul 2;11(13):2896-9. doi: 10.1021/ol9008365.
Treatment of beta-vinyl-beta-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-gamma-butyrolactones in >95% de, with a polymer-supported oxazolidin-2-one having been used to transfer this methodology to the solid phase.
用VO(acac)₂和叔丁基过氧化氢处理β-乙烯基-β-羟基-N-酰基恶唑烷-2-酮会生成不稳定的环氧化物，这些环氧化物会被其环外羰基片段的分子内亲核攻击开环，从而以>95%的非对映体过量得到高度官能化的三取代羟基-γ-丁内酯，一种聚合物负载的恶唑烷-2-酮已被用于将该方法转移到固相。
