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Muscalure, the sex attractant of the common housefly, is cis-tricos-9-ene. Most syntheses of alkenes give the more stable trans isomer as the major product. Devise a synthesis of muscalure from...

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Muscalure, the sex attractant of the common housefly, is cis-tricos-9-ene. Most syntheses of alkenes give the more stable trans isomer as the major product. Devise a synthesis of muscalure from acetylene and other compounds of your choice. Your synthesis must give specifically the cis isomer of muscalure.

Answered Same Day Dec 24, 2021

Solution

David answered on Dec 24 2021
119 Votes
H H
NaNH2
H Na
CH3-(CH2)11-CH2B
H2C HH3C(H2C)11
liq. NH3
THF
n-BuLi
THF
0 oC
H2C LiH3C(H2C)11
CH3-(CH2)6-CH2B
H2C CH2H3C(H2C)11 (CH2)6-CH3
Lindlar Pd, H2
CH2
H2C (CH2)6-CH3
H3C(H2C)11
Cis-tricos-9-ene
muscalure
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