Issue 5, 1969
From the journal:

Journal of the Chemical Society C: Organic

Synthetic studies in the diterpene series. Part VII. Cyclisations of 4,8-dimethyl-1-phenylnon-7-en-4-ol and 2,6-dimethyl-9-phenylnona-2,6-diene and their mechanism

D. Nasipuri,   R. Bhattacharya  and  C. K. Ghosh  

Abstract

Cyclisation of 4,8-dimethyl-1-phenylnon-7-en-4-ol (I) has been reinvestigated on a quantitative basis. Contrary to a previous report, the major product is not the trans-podocarpa-8,11,13-triene (V) but the hydrophenalene derivative (VII). Oxidation of the mixture with chromic acid, however, enriches the former component as a ketone. Cyclisation of the corresponding diene (IV) gives a preponderance of trans-podocarpatriene (>50%). A nonconcerted mechamism has been suggested for this cyclisation.

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Article information

DOI
https://doi.org/10.1039/J39690000782
Article type
Paper

J. Chem. Soc. C, 1969, 782-786

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Synthetic studies in the diterpene series. Part VII. Cyclisations of 4,8-dimethyl-1-phenylnon-7-en-4-ol and 2,6-dimethyl-9-phenylnona-2,6-diene and their mechanism

D. Nasipuri, R. Bhattacharya and C. K. Ghosh, J. Chem. Soc. C, 1969, 782 DOI: 10.1039/J39690000782

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