10. Addition Reactions
Epoxidation
1PRACTICE PROBLEM
An optically active epoxide is produced when (E)-1,2-dicyclopentylethene is epoxidized in an enantioselective manner using the Jacobsen catalyst. However, the product is optically inactive when the same conditions are utilized using (Z)-1,2-dicyclopentylethene as a substrate. Elucidate this observation.
![](https://lightcat-files.s3.amazonaws.com/problem_images/41f6fd1d410be0c6-1694710060041.jpg)
An optically active epoxide is produced when (E)-1,2-dicyclopentylethene is epoxidized in an enantioselective manner using the Jacobsen catalyst. However, the product is optically inactive when the same conditions are utilized using (Z)-1,2-dicyclopentylethene as a substrate. Elucidate this observation.