Azetidinone Antibiotics. 22. A Rearrangement of Oxoazetidinesulfinic Acids to Haloazetidinones

DOI: 10.1021/jo00330a046

Source and publish data:

Journal of Organic Chemistry p. 3568 - 3570 (1981)

Update date:2022-07-29

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Authors:

Spitzer, Wayne A.

Goodson, Theodore

Lammert, Steven R.

Kukolja, Stjepan

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Article abstract of DOI:10.1021/jo00330a046

Treatment of the oxoazetidinesulfinic acid 3 with a positive halogen source gave trans and cis 4-haloazetidinones 5; the trans isomer of 5 are easily converted to oxazoline 6 by chromatography on silica gel, while the cis isomers are transformed into 6 by

Full text of DOI:10.1021/jo00330a046

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