Abstract
The importance of 1,2 versus 1,3 allylic strain in hydroxy-directed reactions can be assessed from reactions of (Z)-3-methyl-3-penten-2-ol, which is demonstrated for the ene reaction of singlet oxygen and the epoxidations by m-CPBA and VO(acac) 2 /t-BuOOH; furthermore these results provide insight into transition state geometries for such hydroxy-directed oxygen transfer reactions.
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