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Named reactions

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Search synthesis

Centrolobine

Chemical structure of Centrolobine
C20H24O3
Author Paul A. Clarke
Publication year 2005
Synthesis type Total synthesis
Number of steps 4 (linear)
Reference

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Part 1 of 1
Chemical structure
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Chemical structure
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Chemical structure
Yb(OTf)3
CF3CO2H
-78 °C to RT, 5 h, 60%

See the Maitland-Japp Reaction
Also isolated was the C2-epimer (32 % yield).
Chemical structure
H2O2, LiOH
THF, H2O
60 °C, 2 h, 60%
Chemical structure
(CH2SH)2, BF3.OEt2
CH2Cl2
RT, 20 min, 100%
Chemical structure
H2, Ni (Raney)
1 atm
EtOH
35 °C, 18 h, 100%
Chemical structure

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