Chemistry Reference
In-Depth Information
OAc
O
DBU (
1
)
Me
O
OAc
(2 equiv
)
O
TBSO
Me
O
TBSO
O
CH
3
CN
reflux
H
O
OAc
H
OAc
Me
79%
137
OTBS
138
139
OH
Me
Me
Me
H
C
OH
Me
H
A
OH
H
B
O
HO
OH
phorbol (
140
)
Scheme 7.31
Synthesis of phorbol (140)
Me
Me
O
1. VO(acac)
2
t
-BuOOH
AcO
OH
OH
O
O
H
Me
Me
2. Ac
2
O, Et
2
N
DMAO
Me
Me
O
O
30% (2 steps)
O
O
142
bipinnatin J (
141
)
CH
3
CN, reflux
10%
DBU (
1
)
Me
O
Me
OH
O
O
Me
O
Me
Me
H
Me
O
O
H
O
O
(+)-Intricarene (
144
)
143
Scheme 7.32
Synthesis of (
รพ
)-intricarene (144)