S. Florio et al., Lithiation of cinnamyl chloride: Stereoselective synthesis of propargylic oxiranes and aziridines, EUR J ORG C, (22), 2000, pp. 3793-3797
Propargylic oxiranes 4a-e and aziridines 8a-c have been prepared from cinna
myl chloride through lithiation-alkylation with alpha -halo carbonyl compou
nds and alpha -chloro imines, respectively. The reaction with substituted a
lpha -halo carbonyl compounds and alpha -chloro imines proved to be highly
E diastereoselective.