The products are the two mirror-image 2,3-epoxy-2,3-diphenylindan-1-ones, shown in the bottom row of the stereoisomer diagram. The original carbonyl remains, and an additional oxygen bridges the former double bond, giving the stated formula.
In the Weitz-Scheffer epoxidation, hydroperoxide anion adds conjugatively to the enone. The resulting enolate closes onto the attached peroxide oxygen with O–O bond cleavage and loss of hydroxide. Attack on the two faces of the achiral planar substrate gives the two enantiomers in equal amounts. This is a racemic epoxide pair, rather than a one-to-one mixture of different diastereomeric epoxide connectivities.
Articles by others on the same topic
There are currently no matching articles.