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%

