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Chem 212 Provide the products for the following reactions.

Be sure to:
Dienes and Diels-Alder Problems 1) indicate all relevant stereochemistry.
ANSWERS
2) indicate major and minor when mixtures are formed.
3) indicate which product is the kinetic product and which is the thermodynamic Br
product if there is a difference between the two. Br

Br Br
OEt Br
Br HBr
Cl
Br2 AgNO3
(1 eq.) Br (1 eq.)
Br
Br EtOH
EtO
Br
AgNO3 OEt
Cl
Br EtOH
HBr
I Br
HI EtO (1 eq.)
(1 eq.)
Br
I
Br H2O OH
I
Br
I
Br
Br Br
Br Br Br Br
Br Br Br Br Br Br
HBr Br
Br2
(1 eq.) (2 eq.)
Br Br Br Br
Br Br
Br
+ enantiomers
Br Br Br
Br Br Br
Br Br Br
+ enantiomer
and 2 others
Me Me
Me Me Me Me
CO2Me CO2Me
CO2Me CO2Me CO2Me CO2Me
∆ + ∆ ∆
+ +
CO2Me MeO2C Me
CO2Me CO2Me MeO2C CO2Me
+ enantiomer Me
Me H Me
+ enantiomer
∆ Me Me
+ CO2Me CO2Me
∆ ∆ CO2Me
+ +
Me
O CO2Me CO2Me CO2Me
CO2Me CO2Me
O CO2Me
+ ∆ H Me
CO2Me + enantiomer
O and 2 others
CO2Me

+
CO2Me CO2Me
CO2Me + ∆ CO2Me
+ enantiomers
CO2Me CO2Me
O CO2Me

CO2Me + enantiomers
OMe
Br
1. LDA (2 eq.)
∆ CO2Me 2.
+ enantiomers O O
Br
∆ heat
OMe
OMe
∆ + enantiomer
+ O
MeO Ph
MeO CO2Me
O OMe CO2Me CO2Me
+ ∆
MeO OMe O
∆ CO2Me CO2Me

OMe EtO OMe


OEt
O ∆ ∆ CO2Me
∆ OEt
CO2Me + enantiomer
+ enantiomers and 2 others
+ enantiomer

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