Synthesis of Longifolene

C15H24
Principal investigator | Alex G. Fallis |
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Publication year | 1990 |
Synthesis type | Total |
Number of steps | 17 (linear) |
References |
Part 1 of 1
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Pyrrolidine
MeOH
0 °C to RT, 4 h, 86%

MeLi
THF
-78 to 0 °C, 10 min, 65%


Phosgene
PhMe
0 °C
"No yield reported."

LiAlH4
"No yield reported."

MnO2
81%



BF3.OEt2
MeOH
RT, 4 h, 83%


H2,
Pd/C
2 atm
EtOAc
RT, 4 h, 99%

LiAlH4
Et2O
0 °C to RT, 4 h, 95%

Pyr,
Ac2O
Et2O
0 °C, 6 h, 74%

Pyr,
PhOC(S)Cl
CH2Cl2
RT


Et3N,
TMSCl,
NaI
CH2Cl2
RT, 60 min

Pyr,
PhOC(S)Cl
CH2Cl2
RT


Flow system
PhH
525 °C, 56%
