Direct Conversion of N-Alkoxy β-Lactams to Carbapenams: Application to the Synthesis of the Bicyclic PS-5 Keto Ester

DOI: 10.1021/jo00008a022

Source and publish data:

Journal of Organic Chemistry p. 2688 - 2694 (1991)

Update date:2022-08-04

Topics:

Authors:

Williams, Matthew A.

Hsiao, Chi-Nung

Miller, Marvin J.

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Article abstract of DOI:10.1021/jo00008a022

The synthesis and direct conversion of N-alkoxy β-lactams to the carbapenam ring system is described.This novel cyclization apparently proceeds by initial carbene-mediated ylide formation with concomitant rearrangement.The title reaction is applied to the construction of the methyl ester of the bicyclic β-lactam precursor of PS-5.

Full text of DOI:10.1021/jo00008a022

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