Chemistry Reference
In-Depth Information
TABLE 7.17. Transfer Hydrogenation of Ketones
OH
O
Catalyst
Ar
R
Ar
R
Hydrogen source
Yield/
Conv.
(Y/C%)
Hydrogen
Donor
% ee
(Confi g.)
Ar
R
Catalyst
S
/
C
Reaction Conditions
Reference
P h
M e
(
R,R
) -
126
i
PrOH
20
i
PrOH/THF
83C
96 (
R
)
316
i
PrOH
i
PrOH + KOH, rt
P h
M e
(
S,S
) -
127
100
95Y
97 (
S
)
317
P h
M e
i
PrOH
100
i
PrOH + NaO
i
Pr, 82 ° C
80Y
319
(
R
) - AMBOX
98 (
S
)
P h
M e
[RuCl
2
(
p
- cymene)]
2
-
(1
R
,2
S
) -
128
i
PrOH
50
i
PrOH + KOH, rt
70Y
91 (
S
)
320
P h
M e
[RuCl
2
(
p
- cymene)]
2
-
(
S,R,R
) -
129
i
PrOH
200
i
PrOH + KO
i
Pr, rt
92Y
95 (
S
)
320
1 - Naphthyl
Me
[RuCl
2
( η
6
- C
6
(CH
3
)
6
)]
2
-
(
S,S
) -
132
i
PrOH
100
i
PrOH + KOH, 28 ° C
99Y
93 (
S
)
337
P h
M e
i
PrOH
200
i
PrOH + KO
t
Bu, 45 ° C
93Y
323
[
trans
- RuCl
2
]
(DMSO
4
) - (
S,S
) -
130
97 (
R
)
P h
M e
[RuHCl(dpen)] - (
R
) -
138
i
PrOH
100
i
PrOH + KO
t
Bu, 20 ° C
97C
92 (
R
)
324a
P h
M e
[RuHBH
4
(dpen)] - (
R
) -
138
i
PrOH
100
i
PrOH + rt
92C
93 (
R
)
324b
i
PrOH
i
PrOH + NaO
i
Pr, 60 ° C
P h
M e
(
R,S
) - 141
2000
97C
96 (
R
)
325
P h
M e
i
PrOH
200
i
PrOH + NaO
i
Pr, rt
88C
326
[RuCl
2
(
p
- cymene)]
2
-
(
S,S
) -
145
95 (
R
)
P h
M e
[RuCl
2
(
p
- cymene)]
2
-
(
S,S
) -
149
i
PrOH
200
i
PrOH + NaOH, 40 ° C
88C
97 (
R
)
342
Ph
Me
[RuCl
2
(benzene)]
2
- PPh
3
-
(
R,R
) -
147
i
PrOH
100
i
PrOH + NaO
i
Pr, 100 ° C
96C
>
99 (
S
)
327
1 - Naphthyl
Me
i
PrOH
200
i
PrOH + KO
t
Bu, rt
92Y
320
[RuCl
2
(
p
- cymene)
2
] -
(
S,R,R
) -
129
97 (
S
)
P h
E t
RuCl
2
(PPh
3
)
3
- (
S
) -
131
i
PrOH
500
i
PrOH + KO
i
Pr, 50 ° C
85Y
96 (
R
)
322