Chemistry Reference
In-Depth Information
O
O
a
R
O
O
p
R
P
p
R
p
R
Ph
2
P
P
Ar
Ph
Fe
Ar
Fe
Fe
L38
a
Ar = C
6
H
5
b
Ar = 1-C
10
H
8
c
Ar = 3,5-Me
2
C
6
H
3
d
Ar = 4-CF
3
C
6
H
4
L39
a
Ar = C
6
H
5
b
Ar = 1-C
10
H
8
c
Ar = 3,5-Me
2
C
6
H
3
L39d
O
p
S
PPh
2
PPh
2
Ph
2
P
PPh
2
PPh
2
R
Ph
2
P
a
R
O
Fe
(
R
)-
BINAP
(
L23a
)
(
R
,
pS
)-
JOSIPHOS
(
L40a
)
(
R
,
R
)-
DIOP
(
L41
)
Figure 8B.19.
Chiral ligands used in the nickel-catalyzed allylic alkylation of hard nucleophiles.
TABLE 8B.26. Asymmetric Allylic Alkylations in the Presence of Monodentate Ligands
CO
2
Me
CO
2
Me
CO
2
Me
AlMe
3
Ni(acac),
L
,
THF, -10/10°C, 3 days
X
Me
+
Ph
Ph
a
Ph
g
X=Cl,OAc,OMe
Entry
X
Ligand
Yield (%)
α
/
γ
ee (%)
1
C l
—
6 3
—
>
98:2
2
C l
8
62:38
(
R
) -
BINAP
6 (
R
)
3
C l
16
25:75
(
R
,
pS
) -
JOSIPHOS
4 (
R
)
4
C l
L38a
82
67:33
58 (
S
)
5
C l
L38b
30
35:65
92 (
S
)
6
O A c
L38b
33
18:82
94 (
S
)
7
C l
L38c
71
66:34
52 (
S
)
8
C l
L38d
77
53:47
73 (
S
)
9
C l
L39a
73
34:66
71 (
S
)
10
OAc
L39a
26
23:77
71 (
S
)
11
OMe
L39a
24
46:54
71 (
S
)
12
Cl
L39b
43
34:66
91 (
S
)
13
Cl
L39c
56
43:57
49 (
S
)
14
Cl
L39d
66
80:20
63 (
S
)
