For #1a and #1b. I am having a difficult time identifying the most acidic proton. Name:Ch. 2 Challenge Problem Setor torets d amplesible from W2Due Date: Sep. 22th @ 8:35am (turned in in person at the start of class). If you need an extension, youmust ask for one via email by Sep. 20th. Otherwise, no late problem sets will be accepted.1. Phakellin (3), a natural product isolated from marine organisms, has been studied for its potentialuse as an antibiotic agent. During studies aimed at developing a strategy for the synthesis ofphakellin and its derivatives, compound 1 was investigated as a potential precursor.grate their worCANAmahN.1N01974 neavited epit7601Libid 10926 to 2610028incNaruah (LDA)(LDA)2GH₂N-IZNprirsplvert270180801670N₁.3a) Identify the most acidic proton in compound 1, draw the corresponding conjugate base, 2, andjustify your choice.NHow itonenb) Draw a curved arrow mechanism for the conversion of 1 to 2.avnew bus abrow diw nislgx3?(s) 1awel 36 1-gene) sinjor 3M 21H0H noronq AW tomiw ou amen woy word piclaxe or gnidzug wons 920 251uurite sono231 eldsn026912910730112 930670291H daw nollased

a) The most acidic proton is shown below. The proton that is most acidic which on deprotonation will…

Answered: Name: Ch. 2 Challenge Problem Set no…

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 24.39P: E. J. Coreys 1964 total synthesis of -caryophyllene (essence of cloves) solves a number of problems...

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For #1a and #1b. I am having a difficult time identifying the most acidic proton.

Name:
Ch. 2 Challenge Problem Setor torets d ample
sible from W
2
Due Date: Sep. 22th @ 8:35am (turned in in person at the start of class). If you need an extension, you
must ask for one via email by Sep. 20th. Otherwise, no late problem sets will be accepted.
1. Phakellin (3), a natural product isolated from marine organisms, has been studied for its potential
use as an antibiotic agent. During studies aimed at developing a strategy for the synthesis of
phakellin and its derivatives, compound 1 was investigated as a potential precursor.
grate their wor
CANA
mah
N.
1
N
0
1974 neavited epit7601
Libid 10926 to 26
10028
inc
N
aruah (LDA)
(LDA)
2
G
H₂N-
IZ
N
prirsplvert
27018
0801
670
N₁.
3
a) Identify the most acidic proton in compound 1, draw the corresponding conjugate base, 2, and
justify your choice.
N
How itonen
b) Draw a curved arrow mechanism for the conversion of 1 to 2.
av
new bus abrow diw nislgx3?(s) 1awel 36 1-gene) sinjor 3M 21H0H noronq AW to
miw ou amen woy word piclaxe or gnidzug wons 920 251uurite sono231 eldsn02691
2910730112 930670291
H daw nollased

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Why couldn't it be the H on the other side? Is it specific that only that one H can be the most acidic? Or does it not really matter because orienting the whole molecule such that we are looking at the opposite side of it, it is the same?

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