23 Asymmetric Catalysis and Chromatographic …
483
Table 23.4 Michael addition of phenylboronic acids to N-tosyl benzaldehyde imines
PPh 3
PPh 3
MOF-4 Ru
PPh 3
PPh 3
CO 2 H
CO 2 H
4
O
+
Ar-B(OH) 2
O
Ar
Ar = Ph, 3-MeOCOC 6 H 4 , 4-MeCOC 6 H 4
40
85~87%
>99% ee
MOF-4 Ru
NH
O
Me
Me
Me
MOF-5 Rh
CO 2 H
CO 2 H
H
N
O
Me
Me
Me
5
+
100
MOF-5 Rh(acac)
R 1
H
N
Ts
B(OH) 2
R 2
R 1
HN
Ts
R 2
(continued)
483
Table 23.4 Michael addition of phenylboronic acids to N-tosyl benzaldehyde imines
PPh 3
PPh 3
MOF-4 Ru
PPh 3
PPh 3
CO 2 H
CO 2 H
4
O
+
Ar-B(OH) 2
O
Ar
Ar = Ph, 3-MeOCOC 6 H 4 , 4-MeCOC 6 H 4
40
85~87%
>99% ee
MOF-4 Ru
NH
O
Me
Me
Me
MOF-5 Rh
CO 2 H
CO 2 H
H
N
O
Me
Me
Me
5
+
100
MOF-5 Rh(acac)
R 1
H
N
Ts
B(OH) 2
R 2
R 1
HN
Ts
R 2
(continued)
