Synthesis of Centrolobine
C20H24O3
| Principal investigator | Paul A. Clarke |
|---|---|
| Publication year | 2005 |
| Synthesis type | Total |
| Number of steps | 4 (linear) |
| References |
Part 1 of 1
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Yb(OTf)3
CF3CO2H
-78 °C to RT, 5 h, 60%
See the Maitland-Japp Reaction
"Also isolated was the C2-epimer (32 % yield)."
H2O2,
LiOH
H2O, THF
60 °C, 2 h, 60%
BF3.OEt2,
(CH2SH)2
CH2Cl2
RT, 20 min, 100%
H2,
Ni (Raney)
1 atm
EtOH
35 °C, 18 h, 100%