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Longifolene

Chemical structure of Longifolene
C15H24
Author Arthur G. Schultz
Publication year 1985
Synthesis type Formal synthesis
Number of steps 16 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure + Chemical structure
K
Arrow head
NH3, THF, t-BuOH
-78 °C, 98 %

See the Birch Reduction
Chemical structure
HCl
Arrow head
MeOH
Chemical structure
ClCO2Me, NaHCO3
Arrow head
Chemical structure
HCl, HC(OMe)3
Arrow head
MeOH
Reflux
Chemical structure
NaOMe
Arrow head
MeOH
75 % (4 steps)
Chemical structure
NBS
Arrow head
MeOH
95 %
Chemical structure
DBU
Arrow head
PhMe
Reflux, 85 %
Chemical structure
TsOH
Arrow head
Acetone
Reflux, 86 %
Chemical structure + Chemical structure
Arrow head
Chemical structure
Arrow head
Xylene(s)
Reflux, 40 % (2 steps)
Chemical structure
H2, Pd/C
Arrow head
EtOH
RT, 92 %
Chemical structure
KOH
Arrow head
MeOH, H2O
RT, 85 %
Chemical structure
Arrow head
PhMe
Reflux, 86 %
Chemical structure

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Remaining...
Arrow head
75 % (3 steps)

See : J. Am. Chem. Soc. 1978, 100, 2583.
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