Chem 212 Provide The Products For The Following Reactions. Be

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 product if there is a difference between the two.

Br

Br

OEt

Br

Cl

Br2 (1 eq.)

Br

HBr

AgNO3

Br

(1 eq.) Br

EtOH

Br

Br

Br

EtO Br AgNO3

Cl Br

OEt

EtOH

HBr

I

HI (1 eq.)

Br

(1 eq.)

EtO

Br I H2O

Br

I

OH Br

I

Br

Br

Br

Br

Br

Br2 (1 eq.)

Br

Br

HBr

Br Br

Br

(2 eq.)

Br Br

Br

Br

Br

Br

Br + enantiomers

Br

Br

Br

Br

Br Br

Br

Br Br Me

Me

Me CO2Me

+

CO2Me

∆

+

CO2Me

CO2Me Me

CO2Me

Me

Me + enantiomer

+

CO2Me

CO2Me

O

MeO2C

CO2Me Me

H

∆ Me

CO2Me CO2Me

∆ O

Me CO2Me

CO2Me

+

CO2Me

∆

+ CO2Me

CO2Me

H

Me + enantiomer and 2 others

CO2Me CO2Me

CO2Me

∆

Me

+ +

Me

Me

∆

+

O

+ enantiomer and 2 others CO2Me

∆

MeO2C

CO2Me + enantiomer

Br

Me

CO2Me

Br

Br

Br

∆ CO2Me

CO2Me

CO2Me

∆

+

CO2Me

+ enantiomers CO2Me

CO2Me

O

+ enantiomers

CO2Me

OMe

Br CO2Me

∆

CO2Me

+ enantiomers

Br

1. LDA (2 eq.) 2. O

∆

O

heat

OMe

OMe

∆

+

MeO

MeO

+ enantiomer

O

Ph

CO2Me O

MeO

OMe O

OMe

CO2Me

∆

+

∆

CO2Me CO2Me

CO2Me O

OMe O

EtO ∆

CO2Me

∆

OEt + enantiomers

+ enantiomer

OMe

OEt ∆

CO2Me + enantiomer and 2 others