Chemistry Reference
In-Depth Information
OR
TFA
Me
OR
OR
Me
Me
Me
O
O
HO
Me
183
R = (CH
2
)
2
TMS
DBU (
1
)
t
BuOOH
62%
(2 steps)
O
OH
O
O
O
Me
Me
OR
O
O
Me
O
O
HO
Me
HO
Me
(+/-)-epoxysorbicillinol (
185
)
184
Scheme 7.41
Synthesis of (
)-epoxysorbicillinol (185)
O
OMe
O
OMe
O
OH
O
t
BuOOH
HO
O
O
O
O
O
O
O
O
TBD (
7
)
O
OH
toluene, 0 °C to rt
91%
O
O
O
O
(+/-)-preussomerin L (
188
)
187
186
Scheme 7.42
Synthesis of (
)-preussomerin L (188)
Me
O
TBS
O
TBS
1.
O
TBS
MgBr
H
2
C
DBN (
2
)
O
O
O
Me
Me
H
CH
2
Cl
2
2. periodinane
95%
OTBS
O
CH
2
OTBS
O
Me
OTBS
O
99%
189
190
O
H
Bu
4
NF
O
Me
aq THF
OH
O
Me
93%
(-)-eutypoxide B (
191
)
Scheme 7.43
Synthesis of (
)-eutypoxide B (191)
