The tributyltin hydride mediated radical Cyclisation of N-(α-chloroacetamido)dehydroalanine derivatives prepared from serine proceeds regioselectively to give pyroglutamates in 47–74% yield– the cyclisation of the intermediate carbamoylmethyl radical proceeds in a ‘disfavoured’ 5-endo-trig manner.
K. Goodall and A. F. Parsons, J. Chem. Soc., Perkin Trans. 1, 1994, 3257 DOI: 10.1039/P19940003257
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