A new and facile perhydroazulene formation : the total synthesis of the carotane (+)-daucene

作者: Frans Audenaert , Denis De Keukeleire , Maurits Vandewalle

DOI: 10.1016/S0040-4020(01)87740-1

关键词: Total synthesisGroup (periodic table)Organic chemistryThermal decompositionChemistryOxygenSilylation

摘要: Abstract Thermolysis of the 2,5-bis(trimethylsiloxy)tricyclo|4.4.0.02,5| decan-7-ones 3 leads to perhydroazulenes by a transannular reaction involving an oxygen migration silyl group in intermediate cyclodecadienones. This 3-step transformation 2-cyclohexenone into perhydroazulene is illustrated synthesis carotane (+)-daucene ( 5 ).

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