Sulfur-Assisted Ring Expansion of the Potassium Salts of 1-Vinylcyclobutanols. A Versatile Synthesis of Cyclohexanones

DOI: 10.1021/jo00223a033

Source and publish data:

Journal of Organic Chemistry p. 4596 - 4600 (1985)

Update date:2022-08-04

Topics:

Authors:

Cohen, Theodore

Yu, Lin-Chen

Daniewski, Wlodzimierz M.

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Article abstract of DOI:10.1021/jo00223a033

Readily available 2-(phenylthio)-1-vinylcyclobutanols undergo a facile potassium hydride induced ring expansion to 4-(phenylthio)cyclohexanones.The sulfur substituent plays a key role.Evidence for a fragmentation to an enone-anion intermediate is discusse

Full text of DOI:10.1021/jo00223a033

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