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Named reactions

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Search synthesis

Longifolene

Chemical structure of Longifolene
C15H24
Author Alex G. Fallis
Publication year 1990
Synthesis type Total synthesis
Number of steps 17 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
+
Chemical structure
Pyrrolidine
MeOH
0 °C to RT, 4 h, 86%
Chemical structure
MeLi
THF
-78 to 0 °C, 10 min, 65%
Chemical structure + Chemical structure
COCl2
PhMe
0 °C

No yield reported.
Chemical structure
LiAlH4
No yield reported.
Chemical structure
MnO2
81%
Chemical structure + Chemical structure
i-Pr2NLi, CdCl2
THF
-40 to 0 °C, 2.5 h, 73%

See the Aldol Addition
Chemical structure
BF3.OEt2
MeOH
RT, 4 h, 83%
Chemical structure
µW
PhMe
2.5 h, 97%

See the Diels-Alder Reaction
Chemical structure
H2, Pd/C
2 atm
EtOAc
RT, 4 h, 99%
Chemical structure
LiAlH4
Et2O
0 °C to RT, 4 h, 95%
Chemical structure
Ac2O, Pyr
Et2O
0 °C, 6 h, 74%
Chemical structure
PhOC(S)Cl, Pyr
CH2Cl2
RT
Chemical structure
n-Bu3SnH, AIBN
PhMe
110 °C, 4 h, 71%

See the Barton-McCombie Reaction
Chemical structure
NaI, TMSCl, Et3N
CH2Cl2
RT, 60 min
Chemical structure
PhOC(S)Cl, Pyr
CH2Cl2
RT
Chemical structure
n-Bu3SnH, AIBN
PhMe
110 °C, 4 h, 50% (3 steps)

See the Barton-McCombie Reaction
Chemical structure
Flow system
PhH
525 °C, 56%
Chemical structure

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