Chemistry Reference
In-Depth Information
Me
Me
Me
Me
Me
Me
Me
Me
H
n
-BuLi, THF,
-10 °C, 0.5 h;
O
Me
Me
O
O
56%
O
Me
Me
Me
I
Me Me
HMPA, 50 °C, 3 h
Me
Co
2
(CO)
8
, isooctane,
rt, 0.5 h; 60 °C, 24 h
Me
Me
Me
Me
Me
Me
Me
Me
O
Me
Me
O
O
O
H
Me
Me
Me
H
2,
cat. Pd(OH)
2
/C,
Me
O
O
Me
Me
74%
EtOH, rt, 4 h
H
H
69% (after chromat. purification)
SmI
2
(10 equiv)
THF-MeOH, 50 °C, 7 h
H
H
PCC/CH
2
Cl
2
Me
Me
81%
O
HO
60%
Me
Me
H
H
+
Ph
3
P=CH
2,
60 °C, 2 h;
p
-TsOH, CH
2
Cl
2,
rt, 14 h
Me
Me
Me
Me
Me
O
63%
H
OH
Me
Me
4b
41%
Me
Me
H
(+)-nor-15-pentalenene
Scheme 5.17
