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- W2065361514 abstract "Abstract Stereocontrolled synthesis in racemic form of the title diterpene ethers is described. Friedel-Crafts acylation of the naphthalene derivative 15 afforded the methyl ketone 16 in high yield. The compounds 5 and 16 were converted into the hydrophenanthrenones 6 and 7 respectively. Reductive methylation of 6 and 7 in anhydrous ammonia furnished the β, γ -unsaturated ketones 8 and 9 which were stereoselectively transformed into the trans -fused ketones 10 and 11. Huang-Minlon reduction of 10 and 11 afforded the octahydrophenanthrene 27 and (±)-totaryl methyl ether (2) respectively. Friedel-Crafts acylation of 27 provided the methyl ketone 28 which was converted into (±)-semperviryl methyl ether (4)." @default.
- W2065361514 created "2016-06-24" @default.
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- W2065361514 date "1992-01-01" @default.
- W2065361514 modified "2023-09-25" @default.
- W2065361514 title "Stereocontrolled total synthesis of (±)-totaryl methyl ether and (±)-semperviryl methyl ether" @default.
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- W2065361514 doi "https://doi.org/10.1016/s0040-4020(01)82004-4" @default.
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