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- W2110667233 abstract "Abstract The synthesis of the cyclopropyl silyl ketones 1 – 4 is described. The trimethylsilyl ketone 1 was prepared from geraniol (( E )‐ 5 ) in ca. 10% overall yield by cyclopropanation leading to 6 , CrO 3 oxidation to the aldehyde 8 , reaction of the latter with trimethylsilyl anion to 14A + B , and CrO 3 oxidation to 1 . Also for the ( t ‐butyl)dimethylsilyl ketones 2 – 4 , an efficient four‐step synthesis with overall yields of 48%, 85%, and 13%, respectively, was elaborated, starting from the allylic alcohols ( E )‐ 5 , and 23 . The method of preparation involves as the key step a Wittig rearrangement of the silylallyl ethers (( E / Z )‐ 20 , 24 ) to the silyl alcohols (( E / Z )‐ 21 , 25 ), subsequent cyclopropanation ( 19A + B , 22A + B , 26 ), and oxidation to the cyclopropyl silyl ketones 2 – 4 ." @default.
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- W2110667233 date "1986-02-05" @default.
- W2110667233 modified "2023-10-12" @default.
- W2110667233 title "Syntheses of Cyclopropyl Silyl Ketones" @default.
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- W2110667233 doi "https://doi.org/10.1002/hlca.19860690107" @default.
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