As has been demonstrated in the text, when the starting alkene has CH, as its terminal group, the Heck reaction is highly stereoselective for formation of the E isomer. Here, the benzene ring is abbreviated C,H,-. Show how the mechanism proposed in the text allows you to account for this stereoselectivity. Pd(OAc), 2 Ph P CH,=CH-COCH, + C,H,Br CH, OCH3 (CH;CH2)3N

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.8P
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As has been demonstrated in the text, when the starting alkene has CH, as its terminal
group, the Heck reaction is highly stereoselective for formation of the E isomer. Here,
the benzene ring is abbreviated C,H,-. Show how the mechanism proposed in the text
allows you to account for this stereoselectivity.
Pd(OAc), 2 Ph P
CH,=CH-COCH, + C,H,Br
CH,
OCH3
(CH;CH2)3N
Transcribed Image Text:As has been demonstrated in the text, when the starting alkene has CH, as its terminal group, the Heck reaction is highly stereoselective for formation of the E isomer. Here, the benzene ring is abbreviated C,H,-. Show how the mechanism proposed in the text allows you to account for this stereoselectivity. Pd(OAc), 2 Ph P CH,=CH-COCH, + C,H,Br CH, OCH3 (CH;CH2)3N
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