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Longifolene

Chemical structure of Longifolene
C15H24
Author William S. Johnson
Publication year 1975
Synthesis type Total synthesis
Number of steps 10 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure + Chemical structure
t-BuLi, (n-Bu3PCuI)4, AcCl
Arrow head
Et2O
-78 to 0 °C, 84 %

See the Michael Addition
Chemical structure
MeLi, Br2
Arrow head
Et2O, CH2Cl2
-78 to 0 °C
Chemical structure
Reagent structure
Arrow head
Acetone
RT, 60 min, 76 % (2 steps)
Chemical structure
LiAlH4
Arrow head
Et2O
0 °C, 60 min, 92 %
Chemical structure
CF3CO2H
Arrow head
Et2O
0 °C, 3 min, 75 %
Chemical structure
NaBH3CN, ZnBr2, TsOH
Arrow head
Et2O
RT, 2.5 h, 91 %
Chemical structure
RuO2, HIO4, NaIO4
Arrow head
t-BuOH, H2O
RT, 18 h, 72 %

See the Lemieux-Johnson Oxidation
Chemical structure
i-Pr2NLi, MeI
Arrow head
THF
-78 °C to RT, 2 h, 84 %

The yield was 90 % brsm.
Chemical structure
MeLi
Arrow head
Et2O
48 °C, 3 h
Chemical structure
SOCl2
Arrow head
Pyr
0 °C, 10 min, 80 % (2 steps)
Chemical structure

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