Chemistry Reference
In-Depth Information
H
Ph
2
P
Ph
2
P
Ph
O
O
N
Ru
N
N
N
H
2
Ph
2
Me
BH
4
146
147
1) 2.5mol% [{Rh(cod)Cl}
2
]
6.5mol% (R)-binap
Et
2
MeSiH
2) H
3
O
+
OH
O
O
O
+
Ph
OPh
OPh
Ph
H
Me
1) 2.5mol%[{Ir(cod)Cl}
2
]
7.5mol%
146
Et
2
MeSiH
2) H
3
O
+
OH
O
O
O
+
R
OMe
R
H
OMe
Me
Up to 96% ee
9.5
:
1
syn/anti
O
O
OH
147
/CH
2
(CO
2
Me)
2
C
6
H
6
OH
147/400psi H
2
+
C
6
H
6
CH(CO
2
Me)
2
96% ee(S)
CH(CO
2
Me)
2
tr an/cis
=30
:
1
CH(CO
2
Me)
2
Scheme 8A.88.
R
1
O
O
O
O
Lewis acid/
148
R
R
1
I
X
N
R
+
X
N
SnBu
3
R= Ph, Me
66-95% yield
Up to 99
1 d.r.
43-97% ee
:
R
1
=
c
-Hex,
t
Bu, Et, iPr
X=O,CH
2
O
O
N
N
148
Scheme 8A.89.
