a) b) OH معه

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.42P
icon
Related questions
Question
a)
b)
OH
н
Transcribed Image Text:a) b) OH н
How might you carry out the following selective transformations? (Note that a protection step may be required, and recall that aldehydes are more reactive than ketones toward
nucleophilic addition.)
Syntheses may require several steps.
Choose the route with the fewest steps.
Use letters from the table to list reagents in the order used (first at the left).
Example: dag
a
b
C
d
1. excess NaBH4
2. H3O*
1. 1 eq. NaBH4
2. H3O*
1. LiAlH4
2. H30*
aqueous HCI
e
f
g
Reagents
1. Li(CH3)2Cu
2. H3O+
1. CH3MgBr / dry ether
2 H3O+
HOCH₂CH₂OH/HCI
h
i
j
Trimethylsilyl chloride /
triethylamine
CrO3/H3O+
Dess-Martin periodinane
in CH₂Cl₂
Transcribed Image Text:How might you carry out the following selective transformations? (Note that a protection step may be required, and recall that aldehydes are more reactive than ketones toward nucleophilic addition.) Syntheses may require several steps. Choose the route with the fewest steps. Use letters from the table to list reagents in the order used (first at the left). Example: dag a b C d 1. excess NaBH4 2. H3O* 1. 1 eq. NaBH4 2. H3O* 1. LiAlH4 2. H30* aqueous HCI e f g Reagents 1. Li(CH3)2Cu 2. H3O+ 1. CH3MgBr / dry ether 2 H3O+ HOCH₂CH₂OH/HCI h i j Trimethylsilyl chloride / triethylamine CrO3/H3O+ Dess-Martin periodinane in CH₂Cl₂
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Green Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning