Draw the missing organic structures or select the missing reagents in the following multistep synthesis. Ignore any inorganic byproducts formed. OH 1 لحمد Select to Draw excess H2, Pt 2 atm 1) NaBH4 2) CH3OH Select to Draw A B C D E 1. (CH3)2CHOTS 2. H₂O 1. ((CH3)2CH)2CuLi 2. H₂O 1. (CH3)2CHMgBr 2. H₂O 1. (CH3)2CHOLI 2. H₂O 1. (CH3)2CHBr 2. H₂O

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter9: Addition Via Cyclic Intermediate
Section: Chapter Questions
Problem 2E
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Draw the missing organic structures or
select the missing reagents in the
following multistep synthesis. Ignore
any inorganic byproducts formed.
OH
1
لحمد
Select to
Draw
excess H2, Pt
2 atm
1) NaBH4
2) CH3OH
Select to
Draw
A
B
с
D
E
1. (CH3)2CHOTS
2. H₂O
1. ((CH3)2CH)2CuLi
2. H₂O
1. (CH3)2CHMgBr
2. H₂O
1. (CH3)2CHOLI
2. H₂O
1. (CH3)2CHBr
2. H₂O
Transcribed Image Text:Draw the missing organic structures or select the missing reagents in the following multistep synthesis. Ignore any inorganic byproducts formed. OH 1 لحمد Select to Draw excess H2, Pt 2 atm 1) NaBH4 2) CH3OH Select to Draw A B с D E 1. (CH3)2CHOTS 2. H₂O 1. ((CH3)2CH)2CuLi 2. H₂O 1. (CH3)2CHMgBr 2. H₂O 1. (CH3)2CHOLI 2. H₂O 1. (CH3)2CHBr 2. H₂O
Draw the missing organic structures or
select the missing reagents in the
following multistep synthesis. Ignore
any inorganic byproducts formed.
OH
لمنذر
H
Select to
Draw
excess H2, Pt
2 atm
1) NaBH4
2) CH3OH
Select to
Draw
A
B
D
E
1. CH3CH2CH₂Li
2. H₂O
1. (CH3CH2CH2)2CuLi
2. H₂O
1. CH3CH2CH₂OLi
2. H₂O
1. CH3CH2CH2MgBr
2. H₂O
1. LIAIH[OC(CH3)3]3
2. H₂O
Transcribed Image Text:Draw the missing organic structures or select the missing reagents in the following multistep synthesis. Ignore any inorganic byproducts formed. OH لمنذر H Select to Draw excess H2, Pt 2 atm 1) NaBH4 2) CH3OH Select to Draw A B D E 1. CH3CH2CH₂Li 2. H₂O 1. (CH3CH2CH2)2CuLi 2. H₂O 1. CH3CH2CH₂OLi 2. H₂O 1. CH3CH2CH2MgBr 2. H₂O 1. LIAIH[OC(CH3)3]3 2. H₂O
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