A Novel Fragmentation of the β-Lactam Ring: Stereoselective Entry to Vinyl Ethers by Reaction of N-(Arylidene(or alkylidene)amino-2-azetidinones with Ozone

DOI: 10.1021/jo00054a003

Source and publish data:

Journal of Organic Chemistry p. 297 - 298 (1993)

Update date:2022-07-30

Topics:

Authors:

Alcaide, Benito

Miranda, Miguel

Perez-Castells, Javier

Sierra, Miguel A.

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Article abstract of DOI:10.1021/jo00054a003

The title compounds undergo a novel 2-azetidinone ring fragmentation by reaction with ozone followed by NaBH4 workup to stereoselectively yield vinyl ethers via intermediate N-nitroso-β-lactams.

Full text of DOI:10.1021/jo00054a003

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