9. How might you carry out the following selective transformations? Use the letters from the table to indicate your choice of reagents. 1. excess NaBH4 Dess-Martin a. d. aqueous HCI g. HOCH2CH2OH / HCI 2. H3O+ periodinane 1. 1eq NaBH4 1. Li(CH3)2Cu (CH3)3SICI / b. e. h. 2. H3O+ 2. H3O+ (CH3CH2)3N 1. CH3MgBr/dry 1. LiAlH4 C. f. ether i. KMnO4. H3O+ 2. H3O+ 2. H3O+ a. b. S H HO CH3 C. d. OH 앳요. ° 요요 H H OH

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
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9. How might you carry out the following selective transformations? Use the letters from the table to indicate your
choice of reagents.
1. excess NaBH4
Dess-Martin
a.
d.
aqueous HCI
g.
HOCH2CH2OH / HCI
2. H3O+
periodinane
1. 1eq NaBH4
1. Li(CH3)2Cu
(CH3)3SICI /
b.
e.
h.
2. H3O+
2. H3O+
(CH3CH2)3N
1. CH3MgBr/dry
1. LiAlH4
C.
f.
ether
i.
KMnO4. H3O+
2. H3O+
2. H3O+
a.
b.
S
H
HO CH3
C.
d.
OH
앳요.
°
요요
H
H
OH
Transcribed Image Text:9. How might you carry out the following selective transformations? Use the letters from the table to indicate your choice of reagents. 1. excess NaBH4 Dess-Martin a. d. aqueous HCI g. HOCH2CH2OH / HCI 2. H3O+ periodinane 1. 1eq NaBH4 1. Li(CH3)2Cu (CH3)3SICI / b. e. h. 2. H3O+ 2. H3O+ (CH3CH2)3N 1. CH3MgBr/dry 1. LiAlH4 C. f. ether i. KMnO4. H3O+ 2. H3O+ 2. H3O+ a. b. S H HO CH3 C. d. OH 앳요. ° 요요 H H OH
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