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 137 CN CCH=CH2 OCH2CH2OC2H5 PROBLEMS CH2CH COCH2CH₂OC2H5 CN

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 137 CN CCH=CH2 OCH2CH2OC2H5 PROBLEMS CH2CH COCH2CH₂OC2H5 CN

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.10: Spectroscopy Of Amines

Problem 25P

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