Biomedical Engineering Reference
In-Depth Information
NC
CO 2 t -Bu
O
( S )- 41b
NC
CO 2 t -Bu
(1 mol%)
+
Me
O t -Bu
Cs 2 CO 3, Toluene,
-40°C, 5 h
Me
O
99%
O t -Bu
( E / Z = 6.7/1)
(ee = 93%)
O
O
O
O
( S )- 41c
(1 mol%)
+
CO 2 t -Bu
Me
K 2 CO 3, Et 2 O,
-40°C, 3 h
98%
CO 2 t -Bu
( E / Z = 1.2/1)
(ee = 85-93%)
F 3 C
CF 3
Ar
-
Br
+
N
X
Ar =
CF 3
Ar
( S )- 41b (X = O)
( S )- 41c (X = NPh)
CF 3
SCHEME 7.19
O
Ph
Ph
( S )- 45 (3 mol% )
O
+
O
PhCOOK
Toluene, -60°C, 24 h
97%
N
Boc
N
Boc
O
(ee = 99%)
Ph
Ph
Ph
NO 2
( S )- 46a (1 mol% )
NO 2
+
O
O
Ph
H 2 O/Toluene (10:1)
0°C, 2 h
93%
N
Boc
N
Boc
(dr = 97:3)
(ee = 90%)
without base
Ar
Ar
Ar
-
-
Br
OH
Br
+
+
Bu
Bu
P
N
O
OH
Ar
Ar
Ar
( S )- 45 (Ar = 3,5-(CF 3 ) 2 -C 6 H 3 )
( S )- 46a (Ar = 3,5-(CF 3 ) 2 -C 6 H 3 )
SCHEME 7.20
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