Synthesis of Dodecahedrane

C20H20
Principal investigator | Horst Prinzbach |
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Publication year | 1987 |
Synthesis type | Total |
Number of steps | 16 (linear) |
References |
Part 1 of 1
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Li
t-BuOH, THF
Reflux, 15 h, 93%



Na
Et2O, t-BuOH
Reflux, 16 h, 87%


Pd/C
250 °C, 30 min, 61-80%

hν
2,2,4-Trimethylpentane
RT, 16 h, 26%
"The yield was 99 % brsm."


Cu2O,
2,2'-Bipyridine
H2O, Quinoline
Reflux, 40 h, 78%

- BH3.THF
- H2O , H2O2 , NaOH
THF
0 °C to RT, 4.5 h, 96%






Et3N,
TsN3
THF
RT, 8 h, 90%




Na-K
t-BuOH, THF
RT, ON, 100%

H2,
Pt/Al2O3
315 °C, 8%
