Propose an efficient synthesis for the following transformation: OH OH 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. А B NaOEt PCC, CH2CI2 t-BUOK E F 1) MeMgBr 2) H3O* conc. H2SO4, heat 1) BH3-THF 2) H2O2, H2O H. Br2 TSCI, py Na2Cr207, H2SO4, H20

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 73AP
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Propose an efficient synthesis for the following transformation:
OH
ÓH
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
NaOEt
PCC, CH2CI2
t-BUOK
E
F
1) BH3-THF
1) MeMgBr
2) H3O*
conc. H2SO4, heat
2) H2O2, H2O
H.
Br2
TSCI, py
Na2Cr207,
H2SO4, H2O
Transcribed Image Text:Propose an efficient synthesis for the following transformation: OH ÓH 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 NaOEt PCC, CH2CI2 t-BUOK E F 1) BH3-THF 1) MeMgBr 2) H3O* conc. H2SO4, heat 2) H2O2, H2O H. Br2 TSCI, py Na2Cr207, H2SO4, H2O
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