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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)
 
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