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
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