Réáģénts Trimethylsilyl chloride / triethylamine 1. excess NABH4 1. Li(CH3)2Cu 2. H30* a e h 2. H3O* 1. 1 eq. NaBH4 2. H3O* CrO3 / H3O* b 1. CH3MGB / dry ether 2 H3O* f i 1. LIAIH4 2. H3O* Dess-Martin periodinane in CH2Cl2 g HOCH2CH2OH / HCI d aqueous HCI он a) H. H. но снз b)

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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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.)

Reagents
1. excess NABH4
Trimethylsilyl chloride /
triethylamine
a
h
1. Li(CH3)2Cu
2. H30*
e
2. Hзо*
b
1. 1 еq. NaBH4
2. Hзо*
CrO3 / H30*
f
1. CH3MGB / dry ether
2 H30*
i
1. LIAIH4
Dess-Martin periodinane
in CH2CI2
g
HOCH2CH2OH / HCI
2. Hзо*
d
aqueous HCI
Он
a)
H.
H.
но снз
b)
Transcribed Image Text:Reagents 1. excess NABH4 Trimethylsilyl chloride / triethylamine a h 1. Li(CH3)2Cu 2. H30* e 2. Hзо* b 1. 1 еq. NaBH4 2. Hзо* CrO3 / H30* f 1. CH3MGB / dry ether 2 H30* i 1. LIAIH4 Dess-Martin periodinane in CH2CI2 g HOCH2CH2OH / HCI 2. Hзо* d aqueous HCI Он a) H. H. но снз b)
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