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Named reactions

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Search synthesis

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
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Chemical structure
t-BuLi, (n-Bu3PCuI)4, AcCl
Et2O
-78 to 0 °C, 84 %

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

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

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

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