Advices For Studying Organic Chemistry

I

I

CH 3

+ (CH 3 ) 2 CuLi + CH 3 Cu + Li

Methylcyclohexane

(75 %)

Et 2 O

Br

Br

CH 3

+ (CH 3 ) 2 CuLi + CH 3 Cu + Li

3-Methylcyclohexene

(75 %)

Et 2 O

1) Lithium dialkylcuprates couple with phenyl and vinyl halides:

(CH 3 CH 2 CH 2 CH 2 ) 2 CuLi+I H 3 CH 2 CH 2 CH 2 C

Butylbenzene

(75 %)

Et 2 O

3. Summary of the coupling reactions of lithium dialkylcuprates:

R CH 3 R'CH 2

X

X

X

CH 3 X or (^) R
R 2 CuLi
R
R
or
R
R'CH 2 X

12.10 PROTECTING GROUPS