Muscalure is the sex attractant of the common housefly. Flies are lured to the trap and eat bait that contains both muscalure and insecticide, which in turn is fatal. Of the reagent options below, which one is best to accomplish the transformation shown below in the Suzuki cross-coupling? Br. (CH2)12CH3 CH3(CH2)7, (CH2)12CH3 C=C H PdL2 ? -OH C=C H ? H H muscalure O CH3(CH2)¬B(OR)2 O CH3(CH2)¬M&BR O CH3(CH2)¬Li O (CH3CH2CH2CH2)2CULI O (CH3(CH2)7)2CuLi

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter18: Ethers And Epoxides; Thiols And Sulfides
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Muscalure is the sex attractant of the common housefly. Flies are lured to the trap
and eat bait that contains both muscalure and insecticide, which in turn is fatal. Of
the reagent options below, which one is best to accomplish the transformation shown
below in the Suzuki cross-coupling?
CH3(CH2)7.
(CH2)12CH3
(CH2)12CH3
+ ?
Br.
PdL2
C=C
H
C=C
-OH
?
H
H H
muscalure
O CH3(CH2)¬B(OR)2
O CH3(CH2)¬M&BR
O CH3(CH2)¬Li
O (CH3CH2CH2CH2)2CULI
O (CH3(CH2)7)2CuLi
Transcribed Image Text:Muscalure is the sex attractant of the common housefly. Flies are lured to the trap and eat bait that contains both muscalure and insecticide, which in turn is fatal. Of the reagent options below, which one is best to accomplish the transformation shown below in the Suzuki cross-coupling? CH3(CH2)7. (CH2)12CH3 (CH2)12CH3 + ? Br. PdL2 C=C H C=C -OH ? H H H muscalure O CH3(CH2)¬B(OR)2 O CH3(CH2)¬M&BR O CH3(CH2)¬Li O (CH3CH2CH2CH2)2CULI O (CH3(CH2)7)2CuLi
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