Chemistry Reference
In-Depth Information
Table 16.1
Organocatalyzed enantioselective Strecker reaction of various imines.
R
1
R
2
R
3
Yield (%)
ee (%)
2-MeC
6
H
4
Allyl
H
81
69
3-MeC
6
H
4
Allyl
H
93
78
4-MeC
6
H
4
Allyl
H
83
75
2-MeOC
6
H
4
Allyl
H
98
64
3-MeOC
6
H
4
Allyl
H
96
66
4-MeOC
6
H
4
Allyl
H
79
82
2-BrC
6
H
4
Allyl
H
69
72
3-BrC
6
H
4
Allyl
H
83
74
4-BrC
6
H
4
Allyl
H
77
84
4-
t
-BuC
6
H
4
Allyl
H
82
84
2-NO
2
C
6
H
4
Allyl
H
67
0
2-Furfuryl
Allyl
H
87
50
1-Naphthyl
Allyl
H
78
80
2-Naphthyl
Allyl
H
73
76
Cyclohexyl
Benzyl
H
60
47
6,7-Dimethoxyisoquinoline
H
97
86
Ph
4-BrC
6
H
4
CH
2
Me
63
50
Ph
allyl
H
72
84
OPiv
OPiv
O
O
N
PivO
OPiv
H
H
OPiv
OPiv
3
Toluene
O
NH
2
PivO
Na
2
SO
4
OPiv
OPiv
OPiv
O
O
O
N
PivO
OPiv
O
MeO
MeO
H
H
4
Scheme 16.2
Synthesis of imino organocatalysts from d-galactosyl-amine and paracyclophane
derivatives.
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