3,4-EPOXY-5-HYDROXYCYCLOPENTENE VIA TITANIUM(IV)-CATALYZED PHOTOOXYGENATION AND ITS PYROLYSIS TO 2,4-PENTADIENOIC ACID.

DOI: 10.1016/S0040-4039(00)95715-0

Source and publish data:

Tetrahedron Letters p. 311 - 314 (1987)

Update date:2022-08-04

Topics:

Authors:

Adam, Waldemar

Pasquato, Lucia

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Article abstract of DOI:10.1016/S0040-4039(00)95715-0

The epoxy alcohol exo-6-hydroxy-exo-4-oxatetracyclo(6.2.1.0.^2,70^3,5)-undec-9-ene (1a) was synthesized by photooxygenation of dicyclopentadiene in the presence of Ti(OiPr)4; vacuum flash pyrolysis (520 deg C) of 1a resulted in 3,4.epoxy-5-hydroxycyclopentene (2) as intermediate, wich at elevated temperature rearranged into the cis- and trans-2,4-pentadienoic acids (8).

Full text of DOI:10.1016/S0040-4039(00)95715-0

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