Improved routes to homologated isoxazoles

Scott B. Meikrantz, Miles P. Smith, Xiongbing Xia, Nicholas R. Natale

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


Two carbon homologation of isoxazole-4-carbinols was performed by reaction of lithio-2,4,4-trimethyl-∆2-oxazoline 1 with 4-chloromethyl-isoxazole 2, followed by trans-esterification and reduction to the isoxazole-4-propanols 5a and b. Alternatively, 2,4-diketones 6 were alkylated with l-bromo-3-chloro-propane, and the chloro ketones 7 treated with hydroxylamine to give isoxazole-4-propanols, 5a-c.

Original languageEnglish
Pages (from-to)399-407
Number of pages9
JournalSynthetic Communications
Issue number3
StatePublished - Feb 1 1994


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