A facile route to polysubstitutedN-benzyl pyroglutamates.
[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.
Department of Chemistry, National Sun Yat-Sen University, Kaohsiung 804, Taiwan.
Pei-Pei
PP
Sun
Meng-Yang
MY
Chang
Michael Y
MY
Chiang
Nein-Chen
NC
Chang