Synthesis of Longifolene

C15H24
Principal investigator | Arthur G. Schultz |
---|---|
Publication year | 1985 |
Synthesis type | Formal |
Number of steps | 14 (linear) |
References |
Part 1 of 1
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HCl
MeOH

ClCO2Me,
NaHCO3

HCl,
HC(OMe)3
MeOH
Reflux

NaOMe
MeOH
75% (4 steps)

NBS
MeOH
95%

DBU
PhMe
Reflux, 85%

TsOH
Acetone
Reflux, 86%



Xylene(s)
Reflux, 40% (2 steps)

Pd/C,
H2
EtOH
RT, 92%

KOH
H2O, MeOH
RT, 85%

PhMe
Reflux, 86%

Remaining...
75% (3 steps)
"See : J. Am. Chem. Soc. 1978, 100, 2583."
