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[reaction: see text] Base-induced coupling/cyclization reactions of alpha-sulfonylacetamide with various ethyl (Z)-2-bromo-2-propenoates have been carried out. The polysubstituted pyroglutamate carbon skeleton, with three contiguous asymmetric centers, was built up in one step. A ring-closure mechanism is proposed for the reactions.
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Sun et al. (2003) studied this question.
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