Chemistry Reference
In-Depth Information
OH
CHO
CHO
O
1.
m
-CPBA
2. KOH, MeOH
64%
CHO
159
OMe
O
O
O
CHO
Barton's base (
5
)
3. PhI(OAc)
2
55%
F
CH
3
CN, 70 °C
85%
158
OMe
OMe
160
161
OH
O
OH
O
O
O
O
O
O
O
O
diepoxin
σ
(
163
)
palmarumycin CP
1
(
162
)
Scheme 7.36
Synthesis of mother skeleton of palmarumycin CP1 (162) and diepoxin
(163)
s
P
4
-
t
Bu (
9
)
(10 mol%)
EtO
2
C
OMe
EtO
2
C
OMe
+
TMS-NEt
2
DMF, rt
O
OBn
F
HO
OBn
Br
Br
165
166
94%
164
HO
2
C
OMe
O
OBn
X
OH
X = OMe dictyomedin A (
167
)
X = H dictyomedin A (
168
)
Scheme 7.37
Synthesis of dictyomedin A (167) and B (168)
