Chemistry Reference
In-Depth Information
CHO
catalyst (0.1-0.2 mol%): Rh(acac)(CO)
2
/ligand* (ratio 1:1)
∗
Me
selectivity for
branched product
2
>88%
H
2
, CO, toluene
X
X
1
2
Carbohydrate Scaffolds
Phosphite Residues
D-
xylo
O
O
O
D-
ribo
O
O
P
R
2
R
1
P
P
O
O
O
O
O
O
O
O
O
O
=
O
O
O
O
P
Me
O
O
Me
Me
O
11
Me
R
2
R
1
4
a
X = H
19%
25% ee (R)
45% ee (R)
53% ee (R)
X = H
41%
50% ee (S)
b
R
1
= R
2
= H
R
1
= R
2
=
t
Bu
a
b
b
26%
X = H
X = H
X = OMe
26%
51% ee
51% ee
c
c
19%
R
1
=
t
Bu, R
2
= OMe
c
X = F
23%
R
1
= TMS R
2
= H
d
e
R
ax
e
S
ax
X = H
66%
46%
44% ee (R)
37% ee (S)
X = H
X = H
0%
f
L-
ido
D-
gluco
O
O
P
Me
Me
O
O
O
O
P
O
O
O
P
O
O
O
O
O
O
P
O
O
O
O
O
Me
e
R
ax
e
S
ax
Me
Me
12
Me
13c
X = H
83%
90% ee (S)
c
X = OMe
81%
91% ee (-)
89% ee (+)
X = H
59%
64% ee (S)
X = F
80%
d
X = H
72%
76% ee (S)
e
R
ax
e
S
ax
X = H
82%
75%
60% ee (R)
25% ee (S)
X = H
t
Bu
L-
talo
O
Me
O
D-
allo
P
Me
Me
O
O
O
O
P
O
O
O
Me
f
O
O
O
O
O
O
Me
O
O
O
P
O
t
Bu
P
Me
Me
Me
15c
O
14
X = H
X = OMe
X = F
80%
89% ee (R)
c
X = H
60%
58% ee (R)
81%
89% ee (+)
e
R
ax
e
S
ax
X = H
83%
77%
20% ee (R)
5% ee (S)
79%
89% ee (-)
X = H
D-
gluco
D-
gluco
D-
xylo
i
PrO
O
O
O
Me
O
O
O
O
P
O
P
O
P
P
O
O
P
O
O
P
O
O
O
O
O
O
O
O
O
O
Ohexadecyl
Otetradecyl
Me
Me
16c
17
18
X = H
41%
68% ee (S)
c
X = H
29%
83% ee (S)
c
X = H
23%
60% ee (S)
f
X = H
0%
f
X = H
33%
61% ee (S)
Figure 9.2
Asymmetric hydroformylation of styrene and styrene derivatives with furanoside
ligands.
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