Chemistry Reference
In-Depth Information
TABLE 9.1. Palladium - Catalyzed Asymmetric Hydrosilylation of Styrene (6) with
Trichlorosilane
H
Me
X
NHSO
2
Me
NMe
2
PPh
2
PPh
2
Fe
PPh
2
PPh
2
PPh
2
9
10
11
:(
R
)-(
S
)-ppf a
(
S
)-
12
X=H:(
S
)-H-mop (
13
)
X=OMe:(
R
)-MeO-mop (
14
)
X = CN: (
R
)-CN-mop (
15
)
X=Et:(
S
)-Et-mop (
16
)
F
3
C
Ph
2
P
H
H
Sb(
p
-tol)
2
Ph
PPh
2
P
2
F
3
C
(
R
)-
19
(
R
)-
18
(
S
)-
17
Ph
N
Me
Mes
OMe
O
O
N
O
Ph
N
P
N
O
PPh
2
Fe
Fe
PPh
2
(
R
)-(
S
)-
20
(
S
)-
21
(
S
A
,
R
C
,
R
C
)-
22
(
R
,
R
,
R
)-
23
Catalyst
(mol %)
Temp
( ° C)
Time
(h)
Yield
(%)
Entry Ligand L *
Pd/L *
% ee
References
1 .
9
0.2
1/2
rt
5
87
34 (
S
)
[6]
2 .
10
0.2
1/2
rt
5
87
22 (
R
)
[6]
3 . (
R
) - (
S
) - ppfa (
11
)
0.01
70
40
95
52 (
S
)
[7c]
4 . (
S
) -
12
0.1
rt
24
57
65 (
S
)
[7d]
5 . (
R
) - H - mop (
13
)
0.1
1/2
−
10
32
92
94 (
R
)
[11]
0.1
1/2
0
24
100
[11]
6 . (
R
) - MeO - mop (
14
)
14 (
R
)
0.1
1/2
0
24
100
[11]
7 . (
R
) - CN - mop (
15
)
26 (
R
)
0.1
1/2
0
12
100
[11]
8 . (
R
) - Et - mop (
16
)
18 (
R
)
0.1
1/2
0
24
[12]
9 . (
S
) -
17
91 (
R
)
10. (
R
) -
18
0.1
1/2
−
20
24
85
98 (
S
)
[13]
11. (
R
) -
19
0.2
1/2
0
10
78
95 (
R
)
[15d]
12. (
R
) - (
S
) -
20
0.2
rt
63
63 (
S
)
[15e]
13. (
S
) -
21
0.1
1/2
rt
5.5
(100)
90 (
S
)
[18]
14. (
S
A
,R
C
,R
C
) -
22
0.25
1/2
20
14
87
99 (
R
)
[19a]
15. (
R,R,R
) -
23
0.25
1/2
rt
2
99
97 (
R
)
[19b]
