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- W2000389109 abstract "The anionic oxy-Cope rearrangement of alkoxides derived from (1E,5Z)-4-methyl-5-alkoxy-1-phenyl-1,5-heptadien-3-ols proceeds via a chair-like transition state with the oxyanion axial, even when there is a 3,4-syn-relationship between the methyl group and the oxyanion so that both groups are axial in the transition state of the [3,3]-sigmatropic rearrangement. We believe that this is the first example of chelation control in the AOC rearrangement. The reaction forms the basis of a stereoselective synthesis of β-hydroxycyclohexanones containing four chiral centres." @default.
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- W2000389109 date "2000-01-01" @default.
- W2000389109 modified "2023-10-03" @default.
- W2000389109 title "Unexpected stereoselectivity in the anionic oxy-Cope rearrangement of acyclic enol ethers" @default.
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- W2000389109 doi "https://doi.org/10.1016/s0040-4039(99)02121-8" @default.
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