Synthesis of Pentaprismane

C10H10
Principal investigator | Philip E. Eaton |
---|---|
Publication year | 1981 |
Synthesis type | Total |
Number of steps | 18 (linear) |
References |
Part 1 of 1
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hv
Acetone
95%

Li
NH3, t-BuOH, THF
-33 °C

Pyr,
TsCl
80% (2 steps)




hv
Acetone

H2SO4
Et2O, H2O
RT, 90% (2 steps)


KOH,
NaIO4,
RuO2
H2O
RT, ON, 80%

CH2N2
CH2Cl2, Et2O
0 °C, 95%



Pyr,
TsCl
95 °C, 30 min, 80% (2 steps)


(COCl)2
Reflux

Pyr,
t-BuOOH
RT, ON

2,4,6-triisopropylnitrobenzene
120 - 150 °C, 42% (3 steps)
