The Photochemistry of Pyran-4-ones: Intramolecular Trapping of the Zwitterionic Intermediate with Pendant Hydroxyl Groups

DOI: 10.1021/jo00311a008

Source and publish data:

Journal of Organic Chemistry p. 5936 - 5938 (1990)

Update date:2022-08-02

Topics:

Authors:

West, F. G.

Fisher, Peter V.

Willoughby, C. A.

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Article abstract of DOI:10.1021/jo00311a008

Pyran-4-ones 5-11 bearing hydroxyalkyl side chains underwent efficient photocyclization to bicyclic oxyallyl zwitterions, and subsequent intramolecular nucleophilic trapping gave bicyclic cyclopentenone ethers 12-18 in good to excellent yield.

Full text of DOI:10.1021/jo00311a008

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