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. A C t-BUOK HBr, ROOR NażCr2O7, H2S04, H20 HBr F H2, Lindlar's cat. 1) MeMgBr; 2) TSCI, py dilute H2SO4 J 1) LIAIH4: 2) H30* DMP or PCC conc. H,SO4, heat 1) BH3-THF; 2) H2O2, NaOH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 40AP
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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.
A
t-BUOK
HBr, ROOR
NazCr2O7, H2SO4.
H2O
HBr
E
F
G
H2, Lindlar's cat.
1) MeMgBr; 2)
TSCI, py
dilute H2SO4
1) LIAIH4: 2)
H30*
DMP or PCC
conc. H2SO4, heat
1) BH3-THF; 2) H2O2,
NAOH
Transcribed Image Text: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. A t-BUOK HBr, ROOR NazCr2O7, H2SO4. H2O HBr E F G H2, Lindlar's cat. 1) MeMgBr; 2) TSCI, py dilute H2SO4 1) LIAIH4: 2) H30* DMP or PCC conc. H2SO4, heat 1) BH3-THF; 2) H2O2, NAOH
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