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- W1963670190 abstract "The reaction of (−)-(1E,3Z)-2-methyl-1-((1S)-1-phenylethoxy)penta-1,3-dien-3-ol benzoate with allyltrimethylsilane in SO2 and in the presence of a catalytic amount of Tf2NTMS gives a silyl sulfinate intermediate that furnishes (−)-(6Z,1′S,4S,5S)-5-methyl-4-(1′-phenylethoxy)octa-1,6-dien-6-yl benzoate after acidic workup. The latter undergoes ring-closing metathesis producing (−)-(2S,3S)-2-methyl-3-((1S)-1-phenylethoxy)cyclopent-5-en-1-yl benzoate. It has been converted also into the corresponding trimethylsilyl enol ether. After oxidation, an enone is obtained that undergoes ring-closing metathesis giving (−)-(5S,6S)-6-methyl-5-((1S)-1-phenylethoxy)cyclohex-2-en-1-one." @default.
- W1963670190 created "2016-06-24" @default.
- W1963670190 creator A5019300059 @default.
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- W1963670190 date "2008-11-14" @default.
- W1963670190 modified "2023-10-17" @default.
- W1963670190 title "Synthesis of Optically Active 5-Alkoxy-6-methylcyclohex-2-en-1-ones and 4-Alkoxy-5-methylcyclopent-1-enyl Benzoate" @default.
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- W1963670190 doi "https://doi.org/10.1021/jo801981c" @default.
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