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Named reactions

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Search synthesis

Dodecahedrane

Chemical structure of Dodecahedrane
C20H20
Author Horst Prinzbach
Publication year 1987
Synthesis type Total synthesis
Number of steps 16 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
+
Chemical structure
CCl4
Reflux, 2 h, 100%

See the Diels-Alder Reaction
Chemical structure
Li
THF, t-BuOH
Reflux, 15 h, 93%
Chemical structure + Chemical structure
PhMe
Reflux, 60 min, 92%

See the Diels-Alder Reaction
Chemical structure
Na
Et2O, t-BuOH
Reflux, 16 h, 87%

Selectivity : 74:26
Chemical structure
+
Chemical structure
Pd/C
250 °C, 30 min, 61-80%
Chemical structure
2,2,4-Trimethylpentane
RT, 16 h, 26%

The yield was 99 % brsm.
Chemical structure
Maleic anhydride
PhH
80 °C, 12 h, 98%

See the Diels-Alder Reaction
Chemical structure
Cu2O, 2,2'-Bipyridine
Quinoline, H2O
Reflux, 40 h, 78%
Chemical structure
  1. BH3.THF
  2. H2O2, NaOH, H2O
THF
0 °C to RT, 4.5 h, 96%
Chemical structure
+
Chemical structure
CrO3, H2SO4
Acetone, H2O
RT, 2.5 h, 97%

See the Jones Oxidation
Chemical structure
+
Chemical structure
NaH, HCO2Me
THF, MeOH
RT to 40 °C, 20 h, 100%

See the Claisen Condensation
Chemical structure
+
Chemical structure
TsN3, Et3N
THF
RT, 8 h, 90%
Chemical structure
+
Chemical structure
NaHCO3
THF, H2O
RT, 2 h, 90%

See the Wolff Rearrangement
Chemical structure
Pb(OAc)4, I2
CCl4
Reflux, 80%

See the Kochi Reaction
Chemical structure
Na-K
THF, t-BuOH
RT, ON, 100%
Chemical structure
H2, Pt/Al2O3
315 °C, 8%
Chemical structure

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