What is the organic product formed in the following sequence of reactions? Br (1) Mg/ether, (2) CO₂ HOCH₂/H+ (1) DIBAL-H, toluene, -78°C (2) H*(aq) heat (3) H*(aq) II I H IV H ?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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What is the organic product formed in the following sequence of reactions?
Br
(1) Mg/ether, (2) CO₂
HOCH₂/H* (1) DIBAL-H, toluene, -78°C
heat
(2) H*(aq)
(3) H*(aq)
II
H
III
IV
de "a
H
H
I
?
Transcribed Image Text:What is the organic product formed in the following sequence of reactions? Br (1) Mg/ether, (2) CO₂ HOCH₂/H* (1) DIBAL-H, toluene, -78°C heat (2) H*(aq) (3) H*(aq) II H III IV de "a H H I ?
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