(10 pts) 5. The compound shown below (A) has been reported (J. Org. Chem. 2000, 4431) to react with one equivalent of a peroxy acid to give a single
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Annotation 2019-12-01 114341.png

I am not sure which double

bond the peroxy acid would attack in this molecule?

Annotation 2019-12-01 114341.png

(10 pts) 5. The compound shown below (A) has been reported (J. Org. Chem. 2000, 4431) to react
with one equivalent of a peroxy acid to give a single product (B). Predict B. Show the
stereochemistry of B clearly. Is A chiral? Is B chiral? If yes, is it formed as a racemic mixture, or a
single enantiomer? Predict the product C (NaOH/H,O reacting with B). Would C be chiral?
1 equivalent
peroxy acid
NaOH
H,O
A
B
C
chiral?
chiral?
chiral?
Is B a single enantiomer or racemic mixture:

Top Answer

Answer: 1) Peroxy acids involves in the epoxidation. The... View the full answer

Epoxide opening.jpg

OH
OH
Peroxy acid
NaOH
R
CH2Clz
Epoxide opening
OH
OH
This is in below the plane.
So epoxidation takes place from sterically above the plane
All are the Chiral molecules. But forms the single...

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