1. (28 pts) Provide the missing starting material, major organic product(s), conditions, or
reagent(s) for the following transformations. Show stereochemistry where required. No
carbocation rearrangements occur.
Br2 (1 eq.)
A.
o
80 C
CH
C
O3
B. H2O
OH
C. OH
D. Br CH3ONa
E.
Cl
O
F. C CH
H3C
B
r
G. O
+
show stereochemistry
Cl
Cl2
show stereochemistry
1.
2.
3.
4.
H
3
CH3 ONa+
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