2 Frustrated Lewis Pair Catalyzed Asymmetric Reactions
41
Table 2.6 Asymmetric hydrogenation of imines
(S)-13 (2.5-10 mol %)
imine
or
enamine
amine
H 2 (2 bar)
methyl tert-butyl ether
or toluene
Entry product
yield (%) ee (%)
1
5a
Ph
Me
NHPh
99
94
2
5z
Me
NHPh
MeOOC
94
91
3
5d
Me
NHPh
MeO
99
90
4
5a’
Me
NHPh
Me
98
92
5
5w
Ph
Et
NHPh
93
94
6
5b’
Ph
Bn
NHPh
87
91
7
5c’
Me
NHPh
Me
Me
96
93
8
5d’
Me
NHPh
83
93
9
5e’
Me
NHPh
S
98
83
10
5f’
Me
NHPh
N
Br
94
71
41
Table 2.6 Asymmetric hydrogenation of imines
(S)-13 (2.5-10 mol %)
imine
or
enamine
amine
H 2 (2 bar)
methyl tert-butyl ether
or toluene
Entry product
yield (%) ee (%)
1
5a
Ph
Me
NHPh
99
94
2
5z
Me
NHPh
MeOOC
94
91
3
5d
Me
NHPh
MeO
99
90
4
5a’
Me
NHPh
Me
98
92
5
5w
Ph
Et
NHPh
93
94
6
5b’
Ph
Bn
NHPh
87
91
7
5c’
Me
NHPh
Me
Me
96
93
8
5d’
Me
NHPh
83
93
9
5e’
Me
NHPh
S
98
83
10
5f’
Me
NHPh
N
Br
94
71
