Abstract
Treatment of serine-derived N-( α-haloacetamido)dehydroalanine derivatives with tributyltin hydride in boiling benzene or toluene afforded pyroglutamates in 47–84% yield. The radical cyclisation reaction, which proceeded regioselectively in a disfavoured 5- endo-trig manner, was found to be most efficient when dichloro- and trichloroamides were employed as starting materials.
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