A five-step procedure for the
synthesis of cis-1-tosyl-2-tosyloxymethyl-
3-(trifluoromethyl)aziridine was developed,
starting from 1-ethoxy-2,2,2-
trifluoroethanol, involving imination,
aziridination, ester reduction, hydrogenation,
and N-,O-ditosylation steps.
Further synthetic elaborations revealed

a remarkable difference in the reactivity
of cis-1-tosyl-2-tosyloxymethyl-3-(trifluoromethyl)
aziridine with respect to
aromatic sulfur and oxygen nucleophiles

thus enabling the selective deployment
of this versatile substrate as a
building block for the synthesis of functionalized
aziridines, azetidines, and
benzo-fused dithianes, oxathianes, dioxanes,
and (thio) morpholines.

Tải file Nucleophile-Directed Selective Transformation of cis-1-Tosyl-2- tosyloxymethyl-3-(trifluoromethyl)aziridine into Aziridines, Azetidines, and Benzo-Fused Dithianes, Oxathianes, Dioxanes, and (Thio)morpholines tại đây