Photochemical Access to Substituted β‑Lactams and β‑Lactones via the Zimmerman–O’Connell–Griffin Rearrangement

A photomediated protocol giving facile access to substituted β-lactam and β-lactones is presented. The method realizes, for the first time, the use of the Zimmerman–O’Connell–Griffin (ZOG) rearrangement in [2 + 2] cycloaddition. Products are obtained in high yield with excellent diastereoselectivity...

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Bibliographic Details
Published in:Organic letters Vol. 25; no. 29; pp. 5520 - 5524
Main Authors: Runemark, August, Martos, Mario, Nigríni, Martin, Amombo Noa, Francoise M., Öhrström, Lars, Sundén, Henrik
Format: Journal Article
Language:English
Published: United States American Chemical Society 28-07-2023
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Summary:A photomediated protocol giving facile access to substituted β-lactam and β-lactones is presented. The method realizes, for the first time, the use of the Zimmerman–O’Connell–Griffin (ZOG) rearrangement in [2 + 2] cycloaddition. Products are obtained in high yield with excellent diastereoselectivity under visible light irradiation and under mild reaction conditions.
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.3c01990