d. Why is the ẞ-epoxide not formed on mCPBA epoxidation although the ẞ-epoxide is predicted based on OH-directed epoxidation? Propose a strategy to synthesize the ẞ-epoxide. Me H HO Me H mCPBA H CH2Cl2 HO 85%

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
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d. Why is the ẞ-epoxide not formed on mCPBA epoxidation although the
ẞ-epoxide is predicted based on OH-directed epoxidation? Propose a strategy
to synthesize the ẞ-epoxide.
Me H
HO
Me
mCPBA
H
CH2Cl2
HO
rt
85%
Transcribed Image Text:d. Why is the ẞ-epoxide not formed on mCPBA epoxidation although the ẞ-epoxide is predicted based on OH-directed epoxidation? Propose a strategy to synthesize the ẞ-epoxide. Me H HO Me mCPBA H CH2Cl2 HO rt 85%
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