Chemistry Reference
In-Depth Information
TABLE 7.15. ( Continued )
Reaction
Conditions
Yield
(%)
% ee
(Confi g.)
Catalyst
Ar
R
S / C
Reference
trans - RuCl 2 [( S ) -
XylBINAP]
[( S ) - daipen] +
t BuOK
2 - Thienyl
Me
5,000
i PrOH,
25 ° C,
8 atm H 2 ,
12 h
100
99 ( S )
297
i PrOH,
18 - 20 ° C,
5.5 atm
H 2 , 4 h
RuCl 2 [( R ) -
XylPhanePhos]
[( S,S ) - dpen] +
t BuOK
2 - Thienyl
Me
3,000
99
96 ( S )
59c
RuCl 2 [( S ) - Xyl - SDP]
[( S,S ) - dpen] +
t BuOK
2 - Thienyl
Me
5,000
i PrOH,
20 - 25 ° C,
50 atm
H 2 , 5 h
98
98 ( S )
302
2 - Thienyl
Me
4,000
i PrOH,
25 - 28 ° C,
350 psi
H 2 , 5 h
98.3
132d
RuCl 2 [( R ) - Xyl - P - Phos]
[( R,R ) - dpen] +
t BuOK
>
99.9
trans - RuCl 2 [( S ) -
XylBINAP]
[( S ) - daipen] +
t BuOK
2 - Pyridyl
Me
5,000
i PrOH,
25 ° C,
8 atm H 2 ,
3 h
100
96 ( S )
297
RuCl 2 [( R ) -
XylPhanePhos]
[( S,S ) - dpen] +
t BuOK
2 - Pyridyl
Me
1,500
i PrOH,
18 - 20 ° C,
8 atm H 2 ,
18 h
>
99
78 ( S )
59c
trans - RuCl 2 [( S,S ) -
107 ] 2 [ t Bu -
thioethylamine] +
t BuONa
3,5 - (CF 3 ) 2 -
Ph
Me
1,000
n
BuOH,
> 99
93 ( S )
276
10 ° C,
7 atm H 2 ,
15 h
trans - RuCl 2 [( S ) -
XylBINAP]
[( S ) - daipen] +
t BuOK
Ferrocenyl
Ph
2,000
i PrOH,
28 ° C,
8 atm H 2 ,
14 h
100
95 ( S )
283
i PrOH,
20 - 25 ° C,
50 atm
H 2 , 5 h
RuCl 2 [( S ) - Xyl - SDP]
[( S,S ) - dpen] +
t BuOK
Ferrocenyl
Me
5,000
100
98 ( S )
302
RuCl 2 [( R ) -
XylPhanePhos]
[( S,S ) - dpen] +
t BuOK
Ferrocenyl
Me
1,000
i PrOH,
18 - 20 ° C,
5.5 atm
H 2 , 1 h
> 99
97 ( S )
59c
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