eactivity? Does it just mean the ring cannot undergo a ring flip LIAIH4 tBu

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter19: Alkenes From Alcohols: Cyclohexene From Cyclohexanol
Section: Chapter Questions
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2. What is the effect of a tert-butyl group when placed in a 6 membered ring? I've been told it "locks" the conformation but I don't understand what that means exactly. Does it have an
effect on reactivity? Does it just mean the ring cannot undergo a ring flip? For example, in the reaction below would the ketone reduce to an alcohol as normal, as though the tBu group
LIAIH4
*tBu
wasn't there?
Transcribed Image Text:2. What is the effect of a tert-butyl group when placed in a 6 membered ring? I've been told it "locks" the conformation but I don't understand what that means exactly. Does it have an effect on reactivity? Does it just mean the ring cannot undergo a ring flip? For example, in the reaction below would the ketone reduce to an alcohol as normal, as though the tBu group LIAIH4 *tBu wasn't there?
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