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