Gibberellic acid is a plant hormone that controls the development of plants. At various points in their synthesis of gibberellic acid, E. J. Corey and coworkers incorporated the Diels-Alder reactions below. Draw the mechanism and the product of each of these reactions. Hint: In the first reaction, which alkene is more electron poor? Ah- H OH li.. НО H CH3 CO2H Gibberellic acid (a) (b) CI ? ? OMEM Diels-Alder Diels-Alder OCH3 НО

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Gibberellic acid is a plant hormone that controls the development of plants. At
various points in their synthesis of gibberellic acid, E. J. Corey and coworkers
incorporated the Diels-Alder reactions below. Draw the mechanism and the
product of each of these reactions. Hint: In the first reaction, which alkene is
more electron poor?
Ah-
H
OH
li..
НО
H
CH3 CO2H
Gibberellic acid
(a)
(b)
CI
?
?
OMEM Diels-Alder
Diels-Alder
OCH3
НО
Transcribed Image Text:Gibberellic acid is a plant hormone that controls the development of plants. At various points in their synthesis of gibberellic acid, E. J. Corey and coworkers incorporated the Diels-Alder reactions below. Draw the mechanism and the product of each of these reactions. Hint: In the first reaction, which alkene is more electron poor? Ah- H OH li.. НО H CH3 CO2H Gibberellic acid (a) (b) CI ? ? OMEM Diels-Alder Diels-Alder OCH3 НО
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