Chemistry Reference
In-Depth Information
H
1.
n
-BuLi
2. PhI, Pd(OAc)
2
, PPh
3
Ph
N
TsHN
H
Ts
6
1
3
6
1
8
Scheme 6.46
H
1.
n
-BuLi
2. PhI, Pd(OAc)
2
, PPh
3
Ph
O
HO
H
6
.
1
3
9
6
.
4
0
Scheme 6.47
OMe
(Ph
3
P)
2
PdCl
2
,
K
2
CO
3
N
COCF
3
6.143
OMe
+
OMe
O
NHCOCF
3
I
(Ph
3
P)
2
PdCl
2
,
CO,K
2
CO
3
6.141
6.142
N
COCF
3
6.144
Scheme 6.48
Ph
•
(Ph
3
P)
4
Pd
+
Ph
O
OCO
2
Me
OH
6
.
4
5
6
.
1
4
7
6.146
Scheme 6.49
of CO, allowing a three-component coupling reaction.
50
Propargyl derivatives can also induce cyclization
(Scheme 6.49).
51
An important stereochemical study illustrates how the mechanism can depend on the ligation state of
the palladium.
52
In a doubly intramolecular process, different diastereoisomers were formed depending on
the ligand employed (Scheme 6.50). The stereochemical results can be explained by the ligation state of
the palladium (Scheme 6.51). It appears likely that the monodentate tricyclohexylphosphine
1.8
allows
