23 Asymmetric Catalysis and Chromatographic …
479
Fig. 23.1 X-ray structure of (R)-MOF-1
Table 23.1 Asymmetric epoxide ring-opening of cyclohexene oxide catalyzed by (R)-MOF-1
OH
OH
(R)CO 2 H
CO 2 H
1
O
O
(S)HO 2 C
CO 2 H
3
2
O
O
(R)HO 2 C
CO 2 H
HO 2 C
CO 2 H
Cl
Cl
HO 2 C
CO 2 H
O
+
Ar-NH-Me
(R)-MOF-1
50 , 48 h, CHCl 3
OH
N
Ar
Me
Entry
Ar
Yield (%)
Ee (%)
1
P h
8 6
8 5
2
2-MeC 6 H 4
19
43
3
3-MeC 6 H 4
90
78
4
4-MeC 6 H 4
94
92
5
4-MeOC 6 H 4
87
95
6
4-ClC 6 H 4
85
82
479
Fig. 23.1 X-ray structure of (R)-MOF-1
Table 23.1 Asymmetric epoxide ring-opening of cyclohexene oxide catalyzed by (R)-MOF-1
OH
OH
(R)CO 2 H
CO 2 H
1
O
O
(S)HO 2 C
CO 2 H
3
2
O
O
(R)HO 2 C
CO 2 H
HO 2 C
CO 2 H
Cl
Cl
HO 2 C
CO 2 H
O
+
Ar-NH-Me
(R)-MOF-1
50 , 48 h, CHCl 3
OH
N
Ar
Me
Entry
Ar
Yield (%)
Ee (%)
1
P h
8 6
8 5
2
2-MeC 6 H 4
19
43
3
3-MeC 6 H 4
90
78
4
4-MeC 6 H 4
94
92
5
4-MeOC 6 H 4
87
95
6
4-ClC 6 H 4
85
82
