Propose an efficient synthesis for the following transformation: CI 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. B C D t-BUOK 1) MeMgBr; 2) H30+ Na2Cr207, H2SO4, H20 NaOH G H H2, Lindlar's cat. 1) O3; 2) DMS TSCI, py dilute H2SO4 L K 1) BH3-THF; 2) H202, NaoH DMP or PCC 1) EtMgBr; 2) H30+ 1) LIAIH4; 2) H30+

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
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.14P
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Propose an efficient synthesis for the following transformation:
CI
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.
NAOH
t-BuOK
1) MeMgBr; 2) H30+
NazCr207, H2SO4, H20
F
1) O3; 2) DMS
TSCI, py
dilute H2SO4
H2, Lindlar's cat.
K
1) EtMgBr; 2) Нзот
1) BH3 THF; 2) H202, NAOH
DMP or PCC
1) LIAIH4; 2) H3O+
Transcribed Image Text:Propose an efficient synthesis for the following transformation: CI 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. NAOH t-BuOK 1) MeMgBr; 2) H30+ NazCr207, H2SO4, H20 F 1) O3; 2) DMS TSCI, py dilute H2SO4 H2, Lindlar's cat. K 1) EtMgBr; 2) Нзот 1) BH3 THF; 2) H202, NAOH DMP or PCC 1) LIAIH4; 2) H3O+
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