23 Asymmetric Catalysis and Chromatographic …
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Table 23.9 Asymmetric Diels–Alder reactions catalyzed by Cr(salen)-based (R,R)-MOF-10
N
Cr
O
N
O
t-Bu
t-Bu
CO 2 H
HO 2 C
(R,R)10
R 2
R 3
R 1
N CO 2 Me
PhH 2 C
+
O
Me
R 2
R 1
R 3
CHO
Me
N CO 2 Me
PhH 2 C
(R,R)-MOF-10
r.t. 24 h
Entry
R 1
R 2
R 3
Yield (%)
Ee (%)
1
H
H
H
90
87
2
M e
H
H
3 2
8 6
3
H
Me
H
79
91
4
H
H
M e
3 0
8 7
Table 23.10 Asymmetric hetero-Diels–Alder reactions catalyzed by Cr(salen)-based (R,R)-MOF10
OSiMe 3
MeO
+
ArCHO
O
O
Ar
(R,R)-MOF-10
-20
Entry
Ar
Yield (%)
Ee (%)
1
P h
8 7
7 8
2
2-FC 6 H 4
89
78
3
4-FC 6 H 4
84
79
4
4-BrC 6 H 4
86
72
5
3-NO 2 C 6 H 4
83
75
6
4-NO 2 C 6 H 4
77
75