Synthesis of Luciduline
C13H21NO
| Principal investigator | David A. Evans |
|---|---|
| Publication year | 1972 |
| Synthesis type | Total |
| Number of steps | 12 (linear) |
| References |
Part 1 of 1
TsOH,
(CH2OH)2
THF
39% (2 steps)
"Also isolated was the C7'-epimer (26 % yield) which was equilibrated to afford the desired isomer."
TsNHNH2
MeOH
RT, 3 h, 100%
NaSPh
MeOH
Reflux, 12 h, 85%
Ni (Raney)
EtOH
Reflux, 82%
TsCl
Pyr
50 °C, 10 h
HCl
Acetone, H2O
50 °C, 45 min, 89% (2 steps)
MeNH2
Sealed tube
PhH
75 °C, 24 h, 94%