KETONE RETROSYNTHESIS

This is a following chapter after a an alchohol

disconnection and retrosynthesis.

Lets look at the next example for ketone

retrosynthesis (targeted molecule 6 or TM6 ):
always check on the charge!
TM6
O

CH3
for TM6a CH3 O
+
+ HC CH3

Possible targeted Possible

molecule a or TM6a targeted
molecule b or remember dienophilic character?
TM6b

Mg Br CH3
+ N

Grignard reagent
For TM6b

O
+
CH2
CH3
2-
+ HC

Again check the charges on

This can be carbon atoms
used from
Carbocationic group
Why are we using this compound?
O
H Because we are trying to effect on
Br CH3 ACIDDITY of thiese H atoms which will
H decrease from pK=20 up to pK =11.
O
And doing that we are
allwogin the reaction to be
CH3 O
more directed to make TG6.