a) b) C d 1. LiAlH4 2. H3O+ g HOCH2CH2OH/HCI aqueous HCI OH HO CH3 H 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) Reagents a 1. excess NaBH4 2. H3O+ e 1. Li(CH3)2Cu 2. H3O+ b 1.1 eq. NaBH4 2. H3O+ f 1. CH3MgBr / dry ether 2 H3O+ C 1. LiAlH4 d. 2. H3O+ aqueous HCI g HOCH2CH2OH/HCI HO CH3 h Trimethylsilyl chloride / triethylamine i CrO3/H3O+ j Dess-Martin periodinane in CH2Cl2 Previous Next>

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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a)
b)
C
d
1. LiAlH4
2. H3O+
g
HOCH2CH2OH/HCI
aqueous HCI
OH
HO CH3
H
Transcribed Image Text:a) b) C d 1. LiAlH4 2. H3O+ g HOCH2CH2OH/HCI aqueous HCI OH HO CH3 H
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)
Reagents
a
1. excess NaBH4
2. H3O+
e
1. Li(CH3)2Cu
2. H3O+
b
1.1 eq. NaBH4
2. H3O+
f 1. CH3MgBr / dry ether
2 H3O+
C
1. LiAlH4
d.
2. H3O+
aqueous HCI
g HOCH2CH2OH/HCI
HO CH3
h Trimethylsilyl chloride /
triethylamine
i CrO3/H3O+
j Dess-Martin periodinane
in CH2Cl2
Previous
Next>
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) Reagents a 1. excess NaBH4 2. H3O+ e 1. Li(CH3)2Cu 2. H3O+ b 1.1 eq. NaBH4 2. H3O+ f 1. CH3MgBr / dry ether 2 H3O+ C 1. LiAlH4 d. 2. H3O+ aqueous HCI g HOCH2CH2OH/HCI HO CH3 h Trimethylsilyl chloride / triethylamine i CrO3/H3O+ j Dess-Martin periodinane in CH2Cl2 Previous Next>
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