Organic chemistry 2 lesson 13

CHM 2211C Lesson 13: Enolate Synthesis KEY
1. Provide the structures of all possible products of the Aldol-Condensation reaction shown below.

(6]

/ngL H
. NaOH




ou


u/jx‘vv


2. Provide the structures of all possible products of the Aldol-Condensation reaction shown below.


NaOH
>§f@+/\ej\}l


o oW

?)\/K/\ W /lj)%




3. Provide the structures of all possible products of the Claisen-Condensation reaction shown below.


/l\/g\'rOMc + /\/e\rr OMe 1) NaOMe
HOMe
0 0 2) HsO'



© o -4 o [ Q (] =]
\]
Meo )D)K/v

, 4. Provide the structures of all possible products of the Claisen-condensation reaction shown below.

OFt 0
1) KOEt
(6]
+ /\/U\
OEt
HOEt




o [ E /10 0\

ehc)j)\/% ko y\/\
en .



5. For each of the following reactions place the structure of the major organic product in the box
provided. Each numbered reagent set above (or below) the arrow represents a completely separate
reaction, for these multistep reactions place only the structure of the final product in the box.
A, B unsorurovecd
a) Cuprotes %\ve, 1,9 —0.dA: Vvion




A
O
1) (CH,=CH),CuLi
PPN 2) H;0


b) Ovignord reagenis Qive VW, 2-odd:irion


O
1) CH,=CHMgBr
/U\/\/\ 2)) Hy0
: 2+ .



C) AMinesy Qive V,-4 —addidion



0 1) C4HsNH,
2) H,0*
\4
g




d)


1) (CHj),CuLi
7y H;0°
[
LAEN