Propose an efficient synthesis for the following transformation: do The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A D B С BUOK 1) MeMgBr; 2) H₂O* Na₂Cr₂O7. H₂SO4 H₂O NaOH E F G H H₂, Lindlar's cat. H₂. Pt TsCl, py dilute H₂SO4 1 J K L 1) LIAIH: 2) H₂O* DMP or PCC 1) EtMgBr: 21H₂O¹ 1) BH THE: 2) H;0, NGCH

Organic Chemistry
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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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
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Propose an efficient synthesis for the following transformation:
ol
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
A
B
С
D
tBuok
1) MeMgBr; 2) H₂O*
Na₂Cr₂O7. H₂SO4 H₂O
NaOH
E
F
G
H
H₂, Lindlar's cat.
H₂, Pt
TsCl, py
dilute H₂SO4
J
K
L
1) LIAIH: 2) H₂O
DMP or PCC
1) EtMgBr: 21H O'
1) BH THE:2) H, O, NGOH
Transcribed Image Text:Propose an efficient synthesis for the following transformation: ol The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B С D tBuok 1) MeMgBr; 2) H₂O* Na₂Cr₂O7. H₂SO4 H₂O NaOH E F G H H₂, Lindlar's cat. H₂, Pt TsCl, py dilute H₂SO4 J K L 1) LIAIH: 2) H₂O DMP or PCC 1) EtMgBr: 21H O' 1) BH THE:2) H, O, NGOH
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9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning