Synthesis of Hirsutene

Structure of Hirsutene

C15H24

Principal investigatorShigeo Nozoe
Publication year1976
Synthesis typeTotal
Number of steps 11 (linear)
References
Part 1 of 1
intermediate structure
AllylCl, NaH
DME
71%
intermediate structure
Ph3P=CH2
See the Wittig Reaction
intermediate structure
240 °C, , 83% (2 steps)
intermediate structure
OsO4, Pyr
Et2O
-78 °C
intermediate structure
NaIO4
THF, H2O
50% (2 steps)
intermediate structure
Ag2O, NaOH
THF, H2O
RT, , 80%
intermediate structure
(COCl)2, Pyr
PhH
intermediate structure
SnCl4
CS2
30 °C, , 20% (2 steps)
intermediate structure
Li
NH3, Et2O, t-BuOH
intermediate structure
CrO3.2Pyr
60% (2 steps)
intermediate structure
Ph3P=CH2
DMSO
70%
See the Wittig Reaction
intermediate structure