Chemistry Reference
In-Depth Information
TABLE 7.8. Asymmetric Hydrogenation of 2-Methyl Stilbene Using Ir Catalysts
∗
Ir catalyst
H
2
Ligand
S
/
C
Reaction Conditions
% ee (Confi g.)
Reference
(
S
) - PHOX
1000
CH
2
Cl
2
, 23 ° C, 50 bar H
2
97 (
R
)
209a
(
S
) - PyPHOX
100
CH
2
Cl
2
, rt, 50 bar H
2
99 (
R
)
222
(
S
) - PHIM
100
CH
2
Cl
2
, 25 ° C, 50 bar H
2
94 (
R
)
223
(
S
) -
80
250
CH
2
Cl
2
, 23 ° C, 50 bar H
2
98 (
R
)
224
(
S
) -
81
5000
CH
2
Cl
2
, rt, 50 bar H
2
99 (
R
)
207
(
S
) - JM - Phos
500
CH
2
Cl
2
, 25 ° C, 50 bar H
2
95 (
R
)
225
(
S
) -
72
100
CH
2
Cl
2
, rt, 50 bar H
2
96 (
S
)
226
(
S
) -
73
100
CH
2
Cl
2
, rt, 50 bar H
2
97 (
S
)
226
76
100
CH
2
Cl
2
, rt, 50 bar H
2
95 (
R
)
208
77
100
CH
2
Cl
2
, rt, 100 bar H
2
99 (
R
)
227
69
100
CH
2
Cl
2
, rt, 50 bar H
2
99
214
74
200
CH
2
Cl
2
, rt, 50 bar H
2
95 (
S
)
228
Ir-(
S
)-
82
CH
2
Cl
2
,23
o
C, 50 bar H
2
MeO
MeO
92% ee
(7.24)
Ir catalyst
CH
2
Cl
2
,rt,1barH
2
*
MeO
MeO
97% ee
(7.25)
Ir catalyst
CH
2
Cl
2
,rt,50barH
2
>99%
ci s
94% ee
(7.26)
Ir-
65
CH
2
Cl
2
,rt,5barH
2
96% ee
(7.27)
