Ring-Opening of Isoxazolidine Nucleus: Competitive Formation of α,β-Enones and Tetrahydro-1,3-Oxazines
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文摘
Treatment of isoxazolidine derivatives with methyl iodide, followed by simple heating with aqueous NaOH, gives rise to a competitive formation of α,β-enones and tetrahydro-1,3-oxazines. The ring-opening process is controlled by the stereochemistry of H5 which represents the driving factor of two competitive reaction routes.