) 0₂ K EtO₂C L CO₂Et EtO₂C. EtO₂C M N Heating sulfone K generates, in equilibrium, butadiene L and sulfur dioxide. Provide a curly arrow mechanism to describe the formation of L from K and explain how, by experimental design, good yields of L may be obtained despite this reaction being reversible. i) As shown above, subsequent heating of L with trans-, or cis-butenedioic acid diethyl ester generates isomeric adducts M and N, respectively. Draw structures for M and N and explain how they are stereoselectively formed.

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Chapter1: Chemical Foundations
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(i)
K
EtO₂C.
L
CO₂Et
EtO₂C.
EtO₂C
M
N
Heating sulfone K generates, in equilibrium, butadiene L and sulfur dioxide. Provide a curly
arrow mechanism to describe the formation of L from K and explain how, by experimental
design, good yields of L may be obtained despite this reaction being reversible.
(ii) As shown above, subsequent heating of L with trans-, or cis-butenedioic acid diethyl ester
generates isomeric adducts M and N, respectively. Draw structures for M and N and explain
how they are stereoselectively formed.
Transcribed Image Text:(i) K EtO₂C. L CO₂Et EtO₂C. EtO₂C M N Heating sulfone K generates, in equilibrium, butadiene L and sulfur dioxide. Provide a curly arrow mechanism to describe the formation of L from K and explain how, by experimental design, good yields of L may be obtained despite this reaction being reversible. (ii) As shown above, subsequent heating of L with trans-, or cis-butenedioic acid diethyl ester generates isomeric adducts M and N, respectively. Draw structures for M and N and explain how they are stereoselectively formed.
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