Chemistry Reference
In-Depth Information
TABLE 7.15. ( Continued )
Reaction
Conditions
Yield
(%)
% ee
(Confi g.)
Catalyst
Ar
R
S / C
Reference
trans - RuCl 2 [( R ) - Xyl -
TetraPHEMP] 2 [( R ) -
daipen] + t BuOK
Ph
Me
15,000
i PrOH,
30 ° C,
10 bar H 2
>
99
98 ( S )
301
RuCl 2 [( S ) - Xyl -
HexaPHEMP]
[( S ) - daipen] +
t BuOK
Ph
Me
3,000
i
PrOH, rt,
120 psi
H 2 , 20 h
> 99
99 ( R )
133
[RhCl(cod)] 2 - ( R,S,R,S ) -
Me - PennPhos +
2,6 - lutidine + KBr
Ph
Et
100
MeOH, rt,
30 atm
H 2 , 88 h
95
93 ( S )
290
trans - RuCl 2 [( S ) -
XylBINAP]
[( S ) - daipen] +
t BuOK
Ph
Et
2,000
i
PrOH,
26 - 30 ° C,
4 atm H 2 ,
15 h
100
99 ( S )
297
RuCl 2 [( R ) -
XylPhanePhos]
[( S,S ) - dpen] +
t BuOK
Ph
Et
3,000
i PrOH,
18 - 20 ° C,
5.5 atm
H 2 , 1.5 h
>
99
99 ( R )
59c
RuCl 2 [( S ) - Xyl - SDP]
[( S,S ) - dpen] +
t BuOK
Ph
Et
5,000
i
PrOH,
20 - 25 ° C,
50 atm
H 2 , 1.5 h
99
99.5 ( S )
302
trans - RuCl 2 [( S ) -
TolBINAP][pica] +
t BuOK
Ph
TBDMS
10,000
EtOH,
20 - 26 ° C,
10 atm
H 2 , 2.5 h
96
95
273
2 - Furyl
Me
5,000
i PrOH,
25 ° C,
8 atm H 2 ,
12 h
100
297
trans - RuCl 2 [( S ) -
XylBINAP]
[( S ) - daipen] +
t BuOK
99 ( S )
RuCl 2 [( R ) -
XylPhanePhos]
[( S,S ) - dpen] +
t BuOK
2 - Furyl
Me
3,000
i PrOH,
18 - 20 ° C,
5.5 atm
H 2 , 2.5 h
> 99
96 ( S )
59c
RuCl 2 [( S ) - Xyl - SDP]
[( S,S ) - dpen] +
t BuOK
2 - Furyl
Me
5,000
i PrOH,
20 - 25 ° C,
50 atm
H 2 , 5 h
99
98 ( S )
302
RuCl 2 [( R,R ) - BICP]
(TMEDA) + ( R,
R ) - dpen + KOH
2 - Thienyl
Me
500
i
PrOH,
25 ° C,
60 psi H 2 ,
24 h
100
96 ( S )
46e
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