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A racemic synthesis of two diastereoisomeric α-benzyloxycarbonylamino substituted trans-fused bicyclic lactams (4 and 5), was achieved from cyclopentene oxide. These lactams are useful intermediates to investigate the possibility of using a trans-lactam template as a replacement for the β-lactam ring found in conventional antibacterial agents. One of the intermediates (4) was further elaborated to an analogue of the antibacterial agentceftazidime.
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