When cyclohexene is treated with m-chloroperbenzoic acid and H,0, trans-cyclohexane-1,2-diol is produced. Propose a mechanism for this reaction, accounting for the observed stereochemistry. Hint: Recall what a МСРВА + Enantiomer H2O "OH peroxyacid does to an alkene.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 36AP
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When cyclohexene is treated with m-chloroperbenzoic
acid and H,0, trans-cyclohexane-1,2-diol is produced.
Propose a mechanism for this reaction, accounting for
the observed stereochemistry. Hint: Recall what a
МСРВА
+
Enantiomer
H2O
"OH
peroxyacid does to an alkene.
Transcribed Image Text:When cyclohexene is treated with m-chloroperbenzoic acid and H,0, trans-cyclohexane-1,2-diol is produced. Propose a mechanism for this reaction, accounting for the observed stereochemistry. Hint: Recall what a МСРВА + Enantiomer H2O "OH peroxyacid does to an alkene.
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