- The rearrangement of isomeric linear decyn-1-ols by reaction with the sodium salt of 1,3-diaminopropane
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Isomerization of straight chain decyn-1-ols mediated by the sodium salt of 1,3-diaminopropane was studied as a function of time, temperature, and the initial position of the triple bond.At 50 deg C 9-decyn-1-ol, the thermodynamically favoured isomer, was formed rapidly regardless of the initial position of the triple bond.At lower temperatures the appearance of intermediate isomers was observed.The homopropargylic isomer was found to be remarkably stable, and under suitable conditions, conversion of 2- to 3-decyn-1-ol was carried out in 68 percent isolated yield.
- Macaulay, Suzanne R.
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p. 2567 - 2572
(2007/10/02)
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