Propose an efficient synthesis for the given transformation. OH This transformation 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. 118:2) 1) A :2) Mg H2, Lindlar's cat. NaH H. 1) MeMgBr; 2) Na, NH3 () МСРВА 1) EtMgBr; 2) HBr (xs), heat H30 (RCO,H) H30 K M. dilute H;SO4 DMP or PCC SOCI), pyridine EtBr 1) BH3-THF: 2) H2O2, NAOH

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.54P
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Propose an efficient synthesis for the given transformation.
OH
This transformation 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
118:2)
1) A :2)
Mg
H2, Lindlar's cat.
NaH
H.
1) MeMgBr; 2)
Na, NH3 ()
МСРВА
(RCO,H)
1) EtMgBr; 2)
H30
HBr (xs), heat
K
M.
dilute H;SO4
DMP or PCC
SOCI, pyridine
EtBr
1) BH3THF: 2) H2O2,
NaOH
Transcribed Image Text:Propose an efficient synthesis for the given transformation. OH This transformation 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 118:2) 1) A :2) Mg H2, Lindlar's cat. NaH H. 1) MeMgBr; 2) Na, NH3 () МСРВА (RCO,H) 1) EtMgBr; 2) H30 HBr (xs), heat K M. dilute H;SO4 DMP or PCC SOCI, pyridine EtBr 1) BH3THF: 2) H2O2, NaOH
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