CO̟E NaOEt .CO̟Et (CO,Et)2 EtO¿C ETOH ELOH ethyl hexa-2,4-dienoate diethyl oxalate

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 41AP: In light of your answer to Problem 30-40, explain why a mixture of products occurs in the following...
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(a) Draw a stepwise mechanism for the reaction of ethyl hexa-2,4-dienoate with diethyl oxalate in the presence of base. (b) How does your mechanism explain why a new carbon–carbon bond forms on C6? (c) Why is this reaction an example of a crossed Claisen reaction?

CO̟E
NaOEt
.CO̟Et
(CO,Et)2
EtO¿C
ETOH
ELOH
ethyl hexa-2,4-dienoate
diethyl oxalate
Transcribed Image Text:CO̟E NaOEt .CO̟Et (CO,Et)2 EtO¿C ETOH ELOH ethyl hexa-2,4-dienoate diethyl oxalate
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