Synthesis of Hirsutene

C15H24
Principal investigator | Tomas Hudlicky |
---|---|
Publication year | 1980 |
Synthesis type | Formal |
Number of steps | 10 (linear) |
References |
Part 1 of 1




KOH
EtOH, H2O
Reflux, 2 h, 82% (2 steps)

(COCl)2
Hexane(s)
Reflux, 60 min

CH3CHN2
Et2O
RT, 60 min, 95% (2 steps)

Cu(acac)2
PhH
Reflux, 12 h, 97%

PbCO3
0.1 mmHg
580 °C, 66%
"Also isolated was the C11 epimer (11 % yield)."

H2,
Pd/C
3.5 atm
Hexane(s)
RT, 8 h, 97%

Remaining...
70% (1 step)
"See: <i>Tetrahedron Lett. 1976, 17, 195."
