A highly diastereocontrolled alkylation at the C-4 position of 4-acetoxyazetidin-2-one (5) employing chiral tin(II) enolates of heteroatom-substituted acetyl derivatives (3a–e) furnishes new synthetic intermediates (6a–e) for 1β-heteroatom-substituted carbapenems (2).
Y. Nagao, T. Kumagai, T. Abe, M. Ochiai, T. Taga, K. Machida and Y. Inoue, J. Chem. Soc., Chem. Commun., 1987, 602 DOI: 10.1039/C39870000602
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