Below is a modified scheme from a recent total synthesis of a certain anti-inflammatory compound. Please provide the structures of A and B. Also, provide the acid-base equilibrium reaction between compound A and n-BuLi (CH3CH2CH2CH2Lİ), showing pKa's of the acid and conjugate acid, as well as a properly drawn equilibrium arrow. Assume each reaction is followed with a complete work-up. 1. n-BuLi, then Br A ÖTBS THF, 60°C 84% 2. H2, Pd/PbO2 54% Br

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Below is a modified scheme from a recent total synthesis of a certain anti-inflammatory
compound. Please provide the structures of A and B. Also, provide the acid-base equilibrium
reaction between compound A and n-BuLi (CH3CH2CH2CH2L¡), showing pKa's of the acid and
conjugate acid, as well as a properly drawn equilibrium arrow. Assume each reaction is followed
with a complete work-up.
1.
n-BuLi, then
=-Li
Br
A
ÕTBS
THF, 60°C
2. H2, Pd/PbO2
54%
Br
84%
345 PSet 1..pdf
W
15
Transcribed Image Text:Below is a modified scheme from a recent total synthesis of a certain anti-inflammatory compound. Please provide the structures of A and B. Also, provide the acid-base equilibrium reaction between compound A and n-BuLi (CH3CH2CH2CH2L¡), showing pKa's of the acid and conjugate acid, as well as a properly drawn equilibrium arrow. Assume each reaction is followed with a complete work-up. 1. n-BuLi, then =-Li Br A ÕTBS THF, 60°C 2. H2, Pd/PbO2 54% Br 84% 345 PSet 1..pdf W 15
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