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
RC Cambie, SH Leong, BD Palmer and AF Preston
Australian Journal of Chemistry
33(1) 155 - 168
Published: 1980
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.
https://doi.org/10.1071/CH9800155
© CSIRO 1980
