Synthesis of Pentacycloanammoxic Acid
C20H30O2
Principal investigator | Elias J. Corey |
---|---|
Publication year | 2004 |
Synthesis type | Total |
Number of steps | 15 (linear) |
References |
Part 1 of 1
Br2
H2,
NaNO2,
PtO2
1 atm
EtOH, THF
RT
Zn
AcOH
95 °C, 60 min, 80% (2 steps)
2-Cyclopentenone
hν
MeCN
RT, 12 h, 40%
- H2 , Pd/C
- O2
1 atm
EtOH
RT, 2.5 h, 76%
HC(OMe)3,
TsOH
MeOH
40 °C, 60 min, 91%
AcOH
hν
H2O, MeCN
50 °C, 3 h, 6%
Et3N,
TsN3
CH2Cl2
RT, 20 h, 80% (2 steps)
i-Bu2AlH
PhMe
-78 °C, 30 min
NH2NH2,
O2,
CuSO4
1 atm
EtOH, H2O
RT, 12 h, 88%