Photochemistry of bertyadionol and related compounds |
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| Authors: | E.L. Ghisalberti P.R. Jefferies R.F. Toia |
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| Affiliation: | Department of Organic Chemistry, University of Western Australia, Nedlands, Western Australia, 6009 |
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| Abstract: | Irradiation of the macrocyclic diterpene bertyadionol resulted in a single photoisomer (2) the formation of which was rationalised in terms of a novel photorearrangement resulting in transannular bond formation. The structure of this photoproduct was elucidated by a combination of chemical and spectroscopic methods. Two related compounds, diterpene B and D, and their acetate derivatives when photolysed underwent E→Z isomerisation of the conjugated double bond and epimerization about one centre of the cyclopropyl moiety. |
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