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Named reactions

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Search synthesis

Longifolene

Chemical structure of Longifolene
C15H24
Author Elias J. Corey
Publication year 1961
Synthesis type Total synthesis
Number of steps 14 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
(CH2OH)2, TsOH
Dean-Stark
PhH
Reflux, 66%
Chemical structure + Chemical structure
n-BuLi
Et2O, THF
RT to Reflux, 2 d, 96%

See the Wittig Reaction
Chemical structure
OsO4, Pyr
Et2O
-20 °C to RT, 26 h
Chemical structure
TsCl, Pyr
CH2Cl2
0 °C, 23 h
Chemical structure
LiClO4, CaCO3
THF
50 °C, 2.5 d, 48% (3 steps)
Chemical structure
HCl
EtOH, H2O
RT, 4 h, 100%
Chemical structure
Et3N
Sealed tube
Ethylene Glycol
225 °C, 24 h, 8-12%

See the Michael Addition
The yield was 10-15 % brsm.
Chemical structure
  1. Ph3CNa
  2. MeI
Et2O, Dioxane
30 °C, 36 h, 59%
Chemical structure
(CH2SH)2, BF3.OEt2
RT, 90 min, 72%
Chemical structure
LiAlH4
Et2O
Reflux, 5 h, 100%
Chemical structure
Na, NH2NH2
Ethylene Glycol
190-195 °C, 16 h, 100%

See the Wolff-Kishner Reduction
Chemical structure
CrO3, MnSO4
AcOH, H2O
RT to 55 °C, 90 min, 82%
Chemical structure
MeLi
Et2O
Reflux, 3 d, 93%
Chemical structure
SOCl2, Pyr
CFCl3
0 °C, 12 min, 95%
Chemical structure

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