.CO2ET NaOEt .CO̟Et (CO,Et)2 EtO,C ELOH ELOH ethyl hexa-2,4-dienoate diethyl oxalate

Chemistry & Chemical Reactivity
9th Edition
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter22: The Chemistry Of The Transistion Elements
Section: Chapter Questions
Problem 51GQ
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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?

.CO2ET
NaOEt
.CO̟Et
(CO,Et)2
EtO,C
ELOH
ELOH
ethyl hexa-2,4-dienoate
diethyl oxalate
Transcribed Image Text:.CO2ET NaOEt .CO̟Et (CO,Et)2 EtO,C ELOH ELOH ethyl hexa-2,4-dienoate diethyl oxalate
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