Synthesis of Centrolobine

Structure of Centrolobine

C20H24O3

Principal investigatorPaul A. Clarke
Publication year2005
Synthesis typeTotal
Number of steps 4 (linear)
References
Part 1 of 1
intermediate structure + intermediate structure + intermediate structure
Yb(OTf)3
CF3CO2H
-78 °C to RT, 5 h, 60%
"Also isolated was the C2-epimer (32 % yield)."
intermediate structure
H2O2, LiOH
THF, H2O
60 °C, 2 h, 60%
intermediate structure
(CH2SH)2, BF3.OEt2
CH2Cl2
RT, 20 min, 100%
intermediate structure
H2, Ni (Raney)
EtOH
35 °C, 18 h, 100%
intermediate structure