Synthesis of Luciduline

Structure of Luciduline

C13H21NO

Principal investigatorWolfgang Oppolzer
Publication year1976
Synthesis typeTotal
Number of steps 7 (linear)
References
Part 1 of 1
intermediate structure + intermediate structure
SnCl4
MeCN
RT, 24 h
intermediate structure
NaOAc, NH2OH.HCl
MeOH
40% (2 steps)
intermediate structure
NaBH3CN
MeOH
RT, 60 min, 100%
intermediate structure
(CH2O)n
PhMe
115 °C, 14 h, 70%
intermediate structure
MeOSO2F
Et2O
0 °C, 60 min
intermediate structure
LiAlH4
THF
RT, 5 h, 97% (2 steps)
intermediate structure
CrO3, H2SO4
Acetone, H2O
98%
See the Jones Oxidation
intermediate structure