Chemistry Reference
In-Depth Information
Me
Me
Me
Me
Me
Me
CO
2
H
O
O
(COCl)
2
, DMF
benzene-THF
Me
Me
Me
+
Me
Me
Cl
then
CHCl
3
, rt
Me
H
H
H
CH
2
Me
Me
193
194
192
Me
Me
O
DBU (
1
)
Me
Me
THF
H
Me
dolabellatrienone (
56
)
63% (2 steps)
Scheme 7.44
Synthesis of (
þ
)-dolabellatrienone (56)
Me
Me
H
Me
H
Me
O
O
Me
Me
SePh
PMBO
HO
CHO
CHO
195
sarcodonin G (
198
)
THF-MeOH-H
2
O
KIO
4
CH
2
Cl
2
-H
2
O
DDQ
74%
71%
Me
Me
H
Me
H
Me
O
O
+
Me
Me
~ 30 : 1
PMBO
PMBO
CHO
CHO
197
196
DBN (
2
), benzene, 80 °C
95%
Scheme 7.45
Synthesis of sarcodonin G (198)