Synthesis of Hellannuol A
C15H22O3
Principal investigator | Erich L. Grimm |
---|---|
Publication year | 1994 |
Synthesis type | Total |
Number of steps | 11 (linear) |
References |
Part 1 of 1
BnBr,
NaOH
EtOH, H2O
Reflux, 5.5 h, 65%
LiAlH4
THF
0 °C to Reflux, 3.5 h
PBr3
Et2O
0 °C
PhSO2Na
DMF
RT, 15 h, 85% (3 steps)
Pd/C,
H2
EtOAc
100%
CH2N2
Et2O
70% (2 steps)
TMS2NLi
THF
0 °C to RT, 90 min, 87%
NaBH4
MeOH
0 °C, 90 min, 83%
Na(Hg)
MeOH
0 °C to RT, 16 h, 45%
NaSEt
DMF
150 °C, 16 h, 70%