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

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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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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