SYNTHESIS AND CONFIGURATIONAL STABILITY OF 3,8-DIBENZYL-1-AZACYCLOOCTA-1,2-DIENE: THE FIRST EIGHT-MEMBERED CYCLIC KETENIMIDE

Article abstract of DOI:10.1246/cl.1981.527

The preparation of the eight-membered cyclic ketenimide 4 is reported. 4 is a mixture of two diastereomers wich interconvert through configuration inversion of the C=C=N-moiety with ΔG^* <*> 19 kcal/mol.The fact that 4 shows a far higher barrier