a. Propose a plausible mechanism for the following Heck reaction TBSO Pd(PPH3)4 K2CO3 H. OTBS 2.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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a. Propose a plausible mechanism for the following Heck reaction
TBSO
Pd(PPH3)4
K2CO3
H.
OTBS
2.
Transcribed Image Text:a. Propose a plausible mechanism for the following Heck reaction TBSO Pd(PPH3)4 K2CO3 H. OTBS 2.
b. The product of the reaction above is not the only one that could possibly form. In
fact, if you change up the migratory insertion step, you could make three more
isomeric structures. What do they look like? What is your guess for why they
aren't actually observed? (Assume the reaction yields only one diastereomer
regardless of which mechanistic path is followed.)
Transcribed Image Text:b. The product of the reaction above is not the only one that could possibly form. In fact, if you change up the migratory insertion step, you could make three more isomeric structures. What do they look like? What is your guess for why they aren't actually observed? (Assume the reaction yields only one diastereomer regardless of which mechanistic path is followed.)
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