Issue 5, 1998
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Cascade radical cyclisations leading to polycyclic diterpenes. Total synthesis of (±)-spongian-16-one

Gerald Pattenden,   Lee Roberts  and  Alexander J. Blake  

Abstract

A cascade of three consecutive 6-endo-trig radical cyclisations from the polyene acyl radical intermediate 12 derived from the selenoate 11 is used to construct the trans,anti,trans,anti,cis-tetracyclic keto lactone 20 in one step. Manipulation of the ketone function in 20 to the corresponding gem-dimethyl substituted carbon then completed a concise synthesis of the marine metabolite spongian-16-one 1.

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Article information

DOI
https://doi.org/10.1039/A708042E
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 863-868

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Cascade radical cyclisations leading to polycyclic diterpenes. Total synthesis of (±)-spongian-16-one

G. Pattenden, L. Roberts and A. J. Blake, J. Chem. Soc., Perkin Trans. 1, 1998, 863 DOI: 10.1039/A708042E

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