Chemistry of the Podocarpaceae. LV. Conversion of 8α, 13-Epoxylabd-14-en-2-one into 3β-Hydroxy-13, 14, 15, 16-tetranorlabd-8(17)-en-12-oic acid
- 1 January 1980
- journal article
- research article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 33 (1) , 155-168
- https://doi.org/10.1071/ch9800155
Abstract
8α,13-Epoxylabd-14-en-2-one (2-oxomanoyl oxide) (1) has been converted into 3β-hydroxy-13,14,15,16-tetranorlabd-8(17)-en-12-oic acid (7), a compound with potential as an optically active intermediate for synthesis. Attempts to couple the acid (7) electrolytically to form α-onocerin are reported. Coupling of 2-methylenecyclohexylacetic acid (40) gives the dimer 1,2-bis(2-methyl-enecyclohexyl)ethane (43) in 45% yield.Keywords
This publication has 6 references indexed in Scilit:
- A New Zealand Phytochemical Register — Part III.Journal of the Royal Society of New Zealand, 1976
- The diterpenes of Goodenia Ramelii F. MuellTetrahedron, 1968
- Chemistry of the podocarpaceae—XITetrahedron, 1966
- The diterpenes of dacrydium colensoi—IIITetrahedron, 1965
- Über Steroide und Sexualhormone. 158. Mitteilung. Über die reduktive Aufspaltung von Steroid‐epoxyden mit Lithiumaluminiumhydrid III. Vereinfachte Synthesen von Derivaten des 5‐Oxy‐koprostansHelvetica Chimica Acta, 1949
- Über Steroide und Sexualhormone. 162. Mitteilung. Über die α‐Oxyde des Allo‐cholesterins und des Epi‐allo‐cholesterinsHelvetica Chimica Acta, 1949