Synthesis of Hirsutene

C15H24
Principal investigator | Theodore Cohen |
---|---|
Publication year | 1992 |
Synthesis type | Total |
Number of steps | 9 (linear) |
References |
Part 1 of 1
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- (COCl)2
- AlCl3
CH2Cl2
0 °C to RT, 16 h, 60%


- n-BuLi , HC(SPh)3
- s-BuLi
- FeCl3
DMF
-78 °C to RT, 10.5 h, 64%

Ni (Raney)
H2O, THF
RT, 4 h, 93%

TsOH,
(CH2OH)2
Dean-Stark
PhH
reflux, 86%

Li
NH3
-78 °C, 30 min, 92%

- (CH2NMe2)2 , n-BuLi
- Cl2P(O)NMe2
- Me2NH
DME
0 °C to RT, 4.5 h

MeNH2,
Li
t-BuOH, THF
-6 °C to RT

TsOH
Acetone, H2O
reflux, 6 h, 82% (3 steps)

