Epoxy ketones photochemistry

A review on the photochemistry of aromatic esters includes some early work on 3-benzoyloxy-5a-cholest-2-ene (198) and other enol benzoates. A study of the photochemical rearrangements of the epoxy-ketones (199)—(202) includes... [Pg.298]

Ring Retention. Whereas the photochemistry of a,/S-epoxy-ketones has been investigated in depth, the behaviour of, y-epoxy-ketones has previously been neglected. Photolysis of the steroidal /S,y-epoxy-ketone (470) results in... [Pg.79]

The a,P-epoxy ketone (320) cyclizes photochemically to the cyclobutanols (321) and (322). The unmethylated analogue (323) does not ycUze but instead rearranges to the P-diketone (324), and this is the more common pathway in the photochemistry of a,P-epoxy ketones. The difference in the reaction pathways caused by the introduction of a methyl group is attributed to steric factors. [Pg.146]

The photochemistry of Py-epoxy cyclic ketones has also been examined, and the influence of the alkyl radical centre, formed in the initial Norrish I cleavage, upon the possible subsequent scission of the adjacent epoxide C—O bond has been discussed in the light of observed substituent and/or skeletal factors. [Pg.355]

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