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2005
Pyrrole derivatives
R 0120
A New Synthesis of γ-Lactams Based on the Reaction of Vinyl Sulfilimines with
— A new and efficient method for the synthesis of highly functional30- 093 Dichloroketene.
ized γ-lactams involves reaction of a vinyl-substituted sulfilimine with the highly electrophilic dichloroketene. A subsequent [3,3]-sigmatropic rearrangement is followed by
intramolecular trapping of the Pummerer cation by the amido anion. The products can
be easily converted to a variety of nitrogen-containing substrates. — (WANG, Q.;
NARA, S.; PADWA*, A.; Org. Lett. 7 (2005) 5, 839-841; Dep. Chem., Emory Univ.,
Atlanta, GA 30322, USA; Eng.) — R. Steudel
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