Synthesis of novel bicyclic prostaglandins by photochemical cycloaddition reactions
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 810-816
- https://doi.org/10.1039/p19730000810
Abstract
Light-induced addition reactions of cyclopentenone derivatives with ethylene, followed by elaboration of the alkyl chains at positions 8 and 12, give bicyclic prostanoic acid analogues belonging to the prostaglandin E2 and F2α series. Cycloaddition of ethylene to prostaglandin A2 methyl ester yields simultaneously the α- and β-cyclo-adducts. Photochemical addition of allene to prostaglandin A2 derivatives affords mixtures of photoadducts which vary with the nature of the functional group at position 15, thus illustrating the versatility of these photocondensation reactions.Keywords
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