Propose an efficient synthesis for the given transformation. HO + En OMe 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 E t-BUOK 1) &:2) 1) &: 2) H30* 1) NaOMe; 2) H2, Lindlar's cat. F G H 1) HC=CNa; 2) NaH МСРВА Br2, hv HBr (xs), heat (RCO3H) K M N DMP or PCC MEOH, H2SO4 H2SO4, H2O, H9SO4 1) R2BH; 2) H2O2. NaOH

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Chapter1: Chemical Foundations
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Propose an efficient synthesis for the given transformation.
OH
En
"OMe
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
E
1) &: 2)
1) &:2) H,0*
t-BUOK
1) NaOMe; 2)
H2, Lindlar's cat.
H3O+
H3O*
F
G
H
1) НCЕCNa; 2)
NaH
МСРВА
Br2, hv
HBr (xs), heat
H3O*
(RCO3H)
K
L
M
H2SO4, H20,
HgSO4
MeONa
DMP or PCC
МеОн, Н2SO4
1) R2BH; 2) H2O2,
NAOH
Transcribed Image Text:Propose an efficient synthesis for the given transformation. OH En "OMe 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 E 1) &: 2) 1) &:2) H,0* t-BUOK 1) NaOMe; 2) H2, Lindlar's cat. H3O+ H3O* F G H 1) НCЕCNa; 2) NaH МСРВА Br2, hv HBr (xs), heat H3O* (RCO3H) K L M H2SO4, H20, HgSO4 MeONa DMP or PCC МеОн, Н2SO4 1) R2BH; 2) H2O2, NAOH
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