The stereochemistry of the products of reduction depends on the reagent used, as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert 3,3-dimethylbutan-2-one [CH3COC(CH3)3] to: (a) racemic 3,3-dimethylbutan-2- ol [CH3CH(OH)C(CH3)3]; (b) only (R)-3,3-dimethylbutan-2-ol; (c) only (S)-3,3-dimethylbutan-2-ol?

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
Chapter24: Catalytic Carbon-carbon Bond Formation
Section24.4: Catalytic Allylic Alkylation
Problem 24.3P
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The stereochemistry of the products of reduction depends on the reagent used, as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert 3,3-dimethylbutan-2-one [CH3COC(CH3)3] to: (a) racemic 3,3-dimethylbutan-2- ol [CH3CH(OH)C(CH3)3]; (b) only (R)-3,3-dimethylbutan-2-ol; (c) only (S)-3,3-dimethylbutan-2-ol?

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