Chemistry Reference
In-Depth Information
Ph
O
CF
3
OO
107
O
F
3
C
O
F
3
C
CF
3
O
NO
2
101
(10 mol %)
NO
2
93->98% de, 60-89% ee
50-88% yield
Ar
Ph
R
Toluene
60A
108
R = aryl
OH
109
R
'
NO
2
NO
2
R
'
R
85-94% ee
69-83% yield
OH
101
(10 mol %)
60
R = aryl, alkyl
Toluene, -50°C
4ÅMS,96h
R
'
110
HO
N
111
EtO
2
C
NO
2
CO
2
Et
N
89-93% ee
68-83% yield
R
O
*
103
(10 mol %)
60B
NO
2
R
R = alkyl
Toluene, -24°C
112
N
N
N
F
3
C
H
OMe
O
CF
3
N
115
S
OH
O
O
MeO
113
NO
2
S
R
NO
2
115
(10 mol %)
60B
O
R
MeO
R = alkyl
Toluene, -24°C
73-90% ee
13-97% yield
114
Scheme 2B.23.
decarboxylative Michael addition of β - ketoacid
113
reported by Wennemers and
coworkers [64] presented a successful organocatalytic approach toward synthetically
valuable asymmetric transformations that were previously only successful with chiral
metal catalysts [65] .