Synthesis of Epolactaene

C21H27NO6
Principal investigator | Yujiro Hayashi |
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Publication year | 2002 |
Synthesis type | Total |
Number of steps | 20 (linear) |
References |
Part 1 of 1
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Imidazole,
TBSCl
CH2Cl2, DMF
RT, 20 min, 99%

i-Bu2AlH
CH2Cl2
0 °C, 60 min





DMAP,
Et3N,
MsCl
CH2Cl2
0 °C to RT, 90 min

DABCO
MeOH
100 °C, 5 d, 86% (2 steps)

n-Bu4N+ F-
THF
0 °C, 3 h, 100%





CF3CO2H
CH2Cl2
0 °C to RT, 20 min

CH2N2
Et2O
-78 °C, 92% (2 steps)




AcOH,
NH4F
H2O, THF
RT, 90 min

SiO2
EtOAc, Hexane(s)

NH3
H2O, MeOH
0 °C, 30 min, 22% (5 steps)

