Issue 0, 1972

Diterpenes. Part X. Some transformations of phyllocladene and isophyllocladene

Abstract

The products from, and the effect of solvent on the ring-opening of 15α,16-epoxyphyllocladane (1) and of 16,17-epoxyphyllocladane (17) with boron trifluoride have been examined. The action of other Lewis acids has also been investigated. Treatment of 15α,16-epoxykaurane (21) with boron trifluoride–ether complex results in rearrangement, giving atisiran-15-one (25).

Photo-oxygenation of phyllocladene (6) and isophyllocladene (19) has been studied; a minor product from the latter reaction is 15α,16-epoxyphyllocladan-17-ol (2).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1972, 190-194

Diterpenes. Part X. Some transformations of phyllocladene and isophyllocladene

K. M. Baker, L. H. Briggs, J. G. St. C. Buchanan, R. C. Cambie, B. R. Davis, R. C. Hayward, G. A. S. Long and P. S. Rutledge, J. Chem. Soc., Perkin Trans. 1, 1972, 190 DOI: 10.1039/P19720000190

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