Tert-Butyl cinnamates are aziridinated with high trans-selectivity by an N-N ylide generated in situ from N-methylmorpholine and O-diphenylphosphinyl hydroxylamine. The resulting N-unfunctionalised aziridines are shown to be versatile synthetic building blocks that undergo highly selective ring-opening reactions with a wide range of nucleophiles. © 2012 Armstrong and Ferguson; licensee Beilstein-Institut.
CITATION STYLE
Armstrong, A., & Ferguson, A. (2012). Synthesis and ring openings of cinnamate-derived N-unfunctionalised aziridines. Beilstein Journal of Organic Chemistry, 8, 1747–1752. https://doi.org/10.3762/bjoc.8.199
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