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."