Please draw the structures for I and J and indicate synthesis steps by arrows that show the reaction direction.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.3: Stability Of Cycloalkanes: Ring Strain
Problem 8P: Each H↔H eclipsing interaction in ethane costs about 4.0 kJ/mol. How many such interactions are...
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Please draw the structures for I and J and indicate synthesis steps by arrows that show the reaction direction.
A
J
C
E
G
L
CH₂CH₂MgBr
CH₂OH, H
pyridine
H₂O+
LOH
MgBr
NaOH, H₂O
SOCI2, pyridine H₂N.
N (CH3)2CuLi
OH
OCH3
CI
Br
DIBAH, -78C
LAH
2 equivalents
LAH
CH₂OH, H+
LAH
LAH
2 equiv. NH₂CH₂CH3
M
D
O
H
J
F
B
K
Transcribed Image Text:A J C E G L CH₂CH₂MgBr CH₂OH, H pyridine H₂O+ LOH MgBr NaOH, H₂O SOCI2, pyridine H₂N. N (CH3)2CuLi OH OCH3 CI Br DIBAH, -78C LAH 2 equivalents LAH CH₂OH, H+ LAH LAH 2 equiv. NH₂CH₂CH3 M D O H J F B K
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