3. For the following transformations draw the product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the major product obtained from the reaction. a) b) 1. LDA, -78 °C 2. 1. (CH3)2CuLi 2. H3O+ 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral ତ Ph i Ph NaOH 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral + Ph Ph H₂O heat

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 14E
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3. For the following transformations draw the product in the box below. Draw only one stereoisomer in the box
if there is more than one. On the right side check the box(es) that corresponds to the major product obtained
from the reaction.
a)
b)
1. LDA, -78 °C
2.
H
1. (CH3)2CuLi
2. H3O+
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
c)
Ph
Ph +
NaOH
Ph
Ph
H₂O
heat
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
d)
1.8
Ph
OEt
&
1. LiCH 3
NaOEt
EtOH
2. cat. H2SO4, H₂O
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
f)
NaOH
H₂O
heat
1 enantiomer
(1 chiral compound)
1:1 mix of
enantiomers
mixture of
diastereomers
achiral
Transcribed Image Text:3. For the following transformations draw the product in the box below. Draw only one stereoisomer in the box if there is more than one. On the right side check the box(es) that corresponds to the major product obtained from the reaction. a) b) 1. LDA, -78 °C 2. H 1. (CH3)2CuLi 2. H3O+ 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral c) Ph Ph + NaOH Ph Ph H₂O heat 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral d) 1.8 Ph OEt & 1. LiCH 3 NaOEt EtOH 2. cat. H2SO4, H₂O 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral f) NaOH H₂O heat 1 enantiomer (1 chiral compound) 1:1 mix of enantiomers mixture of diastereomers achiral
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