In the reactions of ethyl S)-2-amino-4-tert-butyl-1-cyclopentanecarbo
xylate (4) or ethyl S)-2-amino-4-tert-butyl-1-cyclopentanecarboxamide
(6) or 5S)-3-tert-butyl-6-aza-bicyclo[3.2.0]heptan-7-one (2) with im
idates or triethyl orthobenzoate. tert-butylcyclopentane-fused dihydro
pyrimidin-4-ones (7a-e) were prepared. The azetidinone 2 with lactim e
thers furnished pyrrolo-, pyrido- and azepino[1.2-a]pyrimidin-4-ones (
8-10) in ring-enlargement reactions. The ethyl S)-2-amino-4-tert-buty
l-1-cyclopentanecarboxylate (4) and ethyl -benzylamino-4-tertbutyl-1-c
yclopentanecarboxylate (5) and potassium cyanate or phenyl isocyanate
or potassium thiocyanate or phenyl isothiocyanate, yielded pyrimidine-
2,4-diones or 2-thioxopyrimidin-4-ones (11-22).