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Hirsutene
C15H24
| Author | Janine Cossy |
|---|---|
| Publication year | 1987 |
| Synthesis type | Total synthesis |
| Number of steps | 9 (linear) |
| References |
Browse hundreds of other total syntheses.
Part 1 of 1
+ 
Pd(OAc)2, P(Oi-Pr)3
PhMe
Reflux, 20 h, 60 %
Reflux, 20 h, 60 %
CH2N2, Pd(OAc)2
Et2O
0 °C, 30 min, 99 %
0 °C, 30 min, 99 %
H2, PtO2, NaOAc
1 atm
AcOH
RT, 20 h, 82 %
1 atm
RT, 20 h, 82 %
+ 
KH
DME
-70 to 0 °C, 3 h, 71 %
-70 to 0 °C, 3 h, 71 %
LiAlH4
Et2O
0 °C, 60 min, 90 %
0 °C, 60 min, 90 %
KH
1,3-Diaminopropane
0 °C, 60 min, 86 %
0 °C, 60 min, 86 %
HCrO3Cl.Pyr
3 Å MS
CH2Cl2
RT, 4 h, 96 %
Selectivity : 83:17 β/α
3 Å MS
RT, 4 h, 96 %
Selectivity : 83:17 β/α
Et3N
hν
MeCN
RT, 2.5 h, 58 %
hν
RT, 2.5 h, 58 %
MeMgBr, (Ph3P)2NiCl2
PhH
Reflux, 66 h, 35 %
Reflux, 66 h, 35 %
