Addition of 1-Boc-2-tert-butyldimethylsilyloxypyrrole to N- methyleneamine equivalents: Synthesis of 1-Boc-5-aminomethyl-2,5- dihydropyrrol-2-ones and 1-Boc-2-oxo-1,7,9-triazaspiro[4,5]dec-3-enes

Article abstract of DOI:10.3987/COM-98-S(H)29

N-Methyleneamine equivalents generated from 1,3,5-triphenylhexahydro- 1,3,5-triazines or N-methoxymethylanilines reacted with 1-Boc-2- tertbutyldimethylsilyloxypyrrole to give 1-Boc-5-anilinomethyl-2,5- dihydropyrrol-2-ones. However, the same reaction from 1,3,5- trialkylhexahydro-1,3,5-triazines yielded unexpected product of 1-Boc-7,9- dialkyl-2-oxo-1,7,9-triazaspiro[4,5]dec-3-enes.