Step 1: Step 2: (E)-(1-(diphenylphosphoryl)but-2-en- 1-yl)lithium H Step 3: H Step 4: OH (S)-4-(2-(5-hydroxypentyl)-1,3-dioxolan-2-yl)-2-methylbutanal PPh₂ OH PPh₂ THE HMPA Ph₂ _OH PPh₂ ů OH H H o PPh₂ OH PPh₂ O_ O™ PPh₂ OH Li+ O=PPh₂ H 5-(2-((S,4E,6E)-3-methylocta-4,6-dien-1-yl)-1,3-dioxolan-2-yl)pentan-1-ol

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter41: 1,4-diphenyl-1,3-butadiene
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I have attached the reaction and mechanism. So please discuss any stereochemistry issues or regioselectivity. Is  there any selectivity? Or by using PPh2 there is some selectivity?? I don't understand how much simpler I can make this question as it keeps getting rejected by experts.

THF, HMPA
[HWE -> Diene]
Oxide+Aldehyde]
юH]
0
ОН
PPh₂
у
OH
Transcribed Image Text:THF, HMPA [HWE -> Diene] Oxide+Aldehyde] юH] 0 ОН PPh₂ у OH
Step 1:
Step 2:
(E)-(1-(diphenylphosphoryl)but-2-en-
1-yl) lithium
H
Step 3:
H
H
Step 4:
(S)-4-(2-(5-hydroxypentyl)-1,3-dioxolan-2-yl)-2-methylbutanal
OH
PPh₂
_OH
PPh ₂
THE
HMPA
PPh-
OH
PPh₂
OH
H
H
PPh₂
O_
PPh₂
OH
O™
-PPh₂
OH
Li+
O=PPh₂
H
5-(2-((S,4E,6E)-3-methylocta-4,6-dien-1-yl)-1,3-dioxolan-2-yl)pentan-1-ol
Transcribed Image Text:Step 1: Step 2: (E)-(1-(diphenylphosphoryl)but-2-en- 1-yl) lithium H Step 3: H H Step 4: (S)-4-(2-(5-hydroxypentyl)-1,3-dioxolan-2-yl)-2-methylbutanal OH PPh₂ _OH PPh ₂ THE HMPA PPh- OH PPh₂ OH H H PPh₂ O_ PPh₂ OH O™ -PPh₂ OH Li+ O=PPh₂ H 5-(2-((S,4E,6E)-3-methylocta-4,6-dien-1-yl)-1,3-dioxolan-2-yl)pentan-1-ol
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