Synthesis and ring openings of cinnamate-derived N-unfunctionalised aziridines.

ABSTRACT: 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.

SUBMITTER: Armstrong A 

PROVIDER: S-EPMC3511008 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature