Chiral aziridination of α,β-unsaturated esters and ketones using N-nitrenes in the presence of trifluoroacetic acid
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 6,p. 456-457
- https://doi.org/10.1039/c39870000456
Abstract
Room temperature oxidations of the N-aminoquinazolone (1) in dichloromethane containing trifluoroacetic acid (TFA) in the presence of α,β-unsaturated esters or ketones gave aziridines with modest to high stereoselectivities; the presence of TFA allows these oxidations to be carried out at –60 °C with the expected improvement in selectivity and in the presence of ca. 1 mol. equiv. of alkene.Keywords
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