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Parnesic Acid 20 73
Cyclization of Methyl Parnesate 21 with Amberlite
Cyclization of Methyl Parnesate 21 with Boron Tri
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added afforded alcohol 110 aldehyde aqueous t-butyl alcohol bicyclic iodide bicyclic product boron trifluoride etherate broad bromide C-25 isoeuphenol acetate C=CH Calcd carbonium ion coinjected components compound crystalline diene 12 cyclization of diene cyclization product diastereomer diene 29 double bond dried MgSO epimer epoxide ethyl ether evaporated hexane high resolution mass iodide 38 irradiation isomer lanosterol lithium aluminum hydride m/e rel intensity mass spectrum methanol methyl A bicyclofarnesate methyl farnesate 21 mixture was stirred ml of water mmol molecule nitromethane nmr CCl nmr spectrum noncrystalline diene 12 peak on vpc petroleum ether product mixture ratio room temperature ruthenium tetroxide saturated sodium bicarbonate saturated sodium chloride showed one spot shown in Scheme sodium bicarbonate sodium chloride sodium hydride spot on tic squalene stereochemistry stirred at room sulfuric acid tetracyclic trans tricyclic diene 12 umol vinyl CH Vpc analysis Vpc examination washed with saturated yield