(Z)-3-Methyl-3-PENTEN-2-OL (cas 1569-50-2) as stereochemical probe for 1,2 versus 1,3 allylic strain in the photooxygenation and epoxidation of chiral allylic alcohols

Add time:07/12/2019    Source:sciencedirect.com

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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