Synthesis of Triquinacene

Structure of Triquinacene

C10H10

Principal investigatorRobert B. Woodward
Publication year1964
Synthesis typeTotal
Number of steps 16 (linear)
References
Part 1 of 1
intermediate structure
CrO3.2Pyr
74%
intermediate structure
AcOOH, NaOAc
AcOH, CH2Cl2
92%
intermediate structure
KOt-Bu
Et2O, THF
90%
intermediate structure
CrO3
Et2O, H2O
70%
intermediate structure
Pb(OAc)4
PhH
intermediate structure
MeOH
45% (2 steps)
intermediate structure
CH2N2
intermediate structure
NaOMe
MeOH
intermediate structure
NaOH
H2O, MeOH
67% (3 steps)
intermediate structure
SOCl2
intermediate structure
NaN3
PhMe
intermediate structure
MeOH
84% (3 steps)
intermediate structure
LiAlH4
THF
84%
intermediate structure
CH2O
H2O, HCO2H
94%
intermediate structure
H2O2
H2O, MeOH
intermediate structure
125-140 °C, , 78% (2 steps)
intermediate structure