3. When (1S, 2S)-2-chlorocyclohexanol is treated with a strong base, an epoxide three- membered ring is formed, as shown. Propose a mechanism for this reaction. Would this reaction work with all possible stereoisomers of 2-chlorocyclohexanol? Explain your answer. NaOEt

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
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3. When (1S, 2S)-2-chlorocyclohexanol is treated with a strong base, an epoxide three-
membered ring is formed, as shown. Propose a mechanism for this reaction. Would this
reaction work with all possible stereoisomers of 2-chlorocyclohexanol? Explain your answer.
NaOEt
Ko
Transcribed Image Text:3. When (1S, 2S)-2-chlorocyclohexanol is treated with a strong base, an epoxide three- membered ring is formed, as shown. Propose a mechanism for this reaction. Would this reaction work with all possible stereoisomers of 2-chlorocyclohexanol? Explain your answer. NaOEt Ko
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