Synthesis of Hirsutene

C15H24
Principal investigator | Philip Magnus |
---|---|
Publication year | 1985 |
Synthesis type | Total |
Number of steps | 10 (linear) |
References |
Part 1 of 1
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MeLi
Et2O
-78 °C, 4 h

H2SO4,
HgCl2,
HgO
H2O, THF
RT, 14 h, 94% (2 steps)


t-BuLi,
BF3.OEt2,
CuI
Et2O, HMPT
-120 to -20 °C, 9 h, 60%
See the Michael Addition
"The yield was 74 % brsm."

KF.2H2O,
Et3NBn+ Cl-
MeCN
60 °C, 10 h, 84%

TsCl,
Et3N
CH2Cl2
RT, 94%

TMS2NLi
Et2O
-78 to -30 °C, 4 h, 75%

NaBH4
MeOH
0 °C, 100%

- NaH , Imidazole
- CS2
- MeI
THF
RT to 50 °C, 92%

