Chemistry Reference
In-Depth Information
R
1
X
Y
76c
(20 mol %)
SO
2
R
2
X
R
1
81a
:R
1
=H,R
2
=Ar
81b
:R
1
=Ar,alkyl,R
2
=CF
3
+
SO
2
R
2
CO
Y
80-96% yield
86-97% ee
4.6:1-50:1 dr
R
3
O
R
3
82
O
O
O
O
O
CN
CN
n n=1,2,3.
74C-E
CN
O
Ph
74F
74G
45H
O
CN
CO
2
R
R
5
COO Et
74H
45I
O
O
O
O
O
82-99% yield
85-99% ee
86:14-96:4 dr
76c
(10 mol %)
R
4
R
1
*
OR
R
1
OR
+
*
CH
2
Cl
2
R
2
R
2
R
3
R
3
O
R
4
83
45
41
O
O
O
OH
O
O
R
1
*
OR
O
*
R
2
R
1
OR
R
3
O
C
11
H
23
(+)-Tanikolide
R
3
R
2
H
H
85
84A
,R
3
= H;
45
90-99% ee, 97-100% yield
18-25:1 dr
84B
,R
3
= alkyl
CO OEt
76
(0.1-10 mol %)
CH
2
Cl
2
EtOOC
CN
R
4
CN
R
4
74
86
CHO
80-95% ee, 90-99% yield
HN
Boc
Boc
HN
Boc
Boc
O
QD-
83b
Q-
83b
Boc
N
N
NC
NC
NC
(5-10mol %)
(5-10 mol %
)
+
OR
NN
OR
OR
Ar
*
Ar
*
Boc
Tolu en e
To l u en e
Ar
74
75
O
O
(
S
)-
87
(
R
)-
87
82-95% ee, 71-99% yield
87-99% ee, 72-98% yield
Scheme 2B.17.