Propose an efficient synthesis for the following transformation: но, 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 t-BUOK HBr, ROOR Na2Cr207, H2SO4, H2O NaOMe F G H H2, Lindlar's cat. 1) MeMgBr; 2) H3o* TSCI, py dilute H2SO4 K 1) LIAIH4; 2) H3O* DMP or PCC conc. H2SO4, heat 1) ВНз-THF;B 2) H202, 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
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Propose an efficient synthesis for the following transformation:

Propose an efficient synthesis for the following transformation:
HO.
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
t-BUOK
HBr, ROOR
Na2Cr207, H2SO4, H2O
NaOMe
E
F
G
H
H2, Lindlar's cat.
1) MeMgBr; 2) H30*
TSCI, py
dilute H2SO4
J
K
1) LIAIH4; 2) H3O*
DMP or PCC
conc. H2SO4, heat
1) BH3-THF; 2) H2O2, NAOH
Transcribed Image Text:Propose an efficient synthesis for the following transformation: HO. 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 t-BUOK HBr, ROOR Na2Cr207, H2SO4, H2O NaOMe E F G H H2, Lindlar's cat. 1) MeMgBr; 2) H30* TSCI, py dilute H2SO4 J K 1) LIAIH4; 2) H3O* DMP or PCC conc. H2SO4, heat 1) BH3-THF; 2) H2O2, NAOH
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