Synthesis of Hirsutene

Structure of Hirsutene

C15H24

Principal investigatorPaul A. Wender
Publication year1982
Synthesis typeTotal
Number of steps 8 (linear)
References
Tetrahedron Lett. 1982, 23, 3983.
Part 1 of 1
intermediate structure + intermediate structure
  1. Mg
  2. Ac2O , DMAP
Et2O
79%
See the Grignard Reaction
intermediate structure
hν
Cyclohexane
intermediate structure
LiAlH4
Et2O
22-23% (2 steps)
intermediate structure
Camphorsulfonic acid
PhH
RT, 71%
intermediate structure
PhSH
100 °C, 78%
intermediate structure
Special reagent
H2
CH2Cl2
"No yield reported. Several cycling were need to fully convert this product."
intermediate structure
NaIO4
MeOH
86%
intermediate structure
P(OMe)3
PhH
170 °C, 60%
intermediate structure
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