11. Treatment of compound F with lithium diisopropylamide followed by cyclohexanone gives either G or H. G is formed if the aldehyde is added at -78°C whereas H is formed if the aldehyde is added at 0°C. Furthermore, treatment of G with lithium diisopropylamide at 0°C gives H. Explain these results.

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11. Treatment of compound F with lithium diisopropylamide followed by cyclohexanone
gives either G or H. G is formed if the aldehyde is added at -78°C whereas H is
formed if the aldehyde is added at 0°C. Furthermore, treatment of G with lithium
diisopropylamide at 0°C gives H. Explain these results.
CH2=CHCHCN
OCH₂CH₂OC₂H
F
H
OH
G
HO
CN
137
CCH=CH2
OCH2CH2OC2H5
PROBLEMS
CH2CH COCH2CH₂OC2H5
CN
Transcribed Image Text:11. Treatment of compound F with lithium diisopropylamide followed by cyclohexanone gives either G or H. G is formed if the aldehyde is added at -78°C whereas H is formed if the aldehyde is added at 0°C. Furthermore, treatment of G with lithium diisopropylamide at 0°C gives H. Explain these results. CH2=CHCHCN OCH₂CH₂OC₂H F H OH G HO CN 137 CCH=CH2 OCH2CH2OC2H5 PROBLEMS CH2CH COCH2CH₂OC2H5 CN
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