Synthesis of Preussin

C21H35NO
Principal investigator | Nabin C. Barua |
---|---|
Publication year | 2006 |
Synthesis type | Total |
Number of steps | 9 (linear) |
References |
Part 1 of 1
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AllylSnBu3,
Ti(Oi-Pr)4,
(S)-BINOL
CH2Cl2
-78 to -20 °C, 36 h, 82%
See the Keck Asymmetric Allylation

I2,
Ac2O
RT, 10 min, 92%




Pd/C,
H2
1 atm
MeOH
RT, 3 h, 90%

HCl
H2O
RT, 2 h, 80%

Boc2O,
NaHCO3
EtOAc, H2O
RT, 3 h, 91%

MsCl,
Et3N
CH2Cl2
0 °C to RT, 6 h, 75%

LiAlH4
THF
Reflux, 8 h, 60%
