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Named reactions

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Search synthesis

Preussin

Chemical structure of Preussin
C21H35NO
Author Nabin C. Barua
Publication year 2006
Synthesis type Total synthesis
Number of steps 9 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
AllylSnBu3, Ti(Oi-Pr)4, (S)-BINOL
CH2Cl2
-78 to -20 °C, 36 h, 82%

Selectivity : 96:02 er
See the Keck Asymmetric Allylation
Chemical structure
Ac2O, I2
RT, 10 min, 92%
Chemical structure
OsO4, NaIO4, 2,6-Lutidine
Dioxane , H2O
RT, 30 min, 86%

See the Lemieux-Johnson Oxidation
Chemical structure + Chemical structure
(S)-BINOL, La(Ot-Bu)3
THF
-50 °C, 60 h, 73%

Selectivity : 95:05 dr
See the Henry Reaction
Chemical structure
H2, Pd/C
1 atm
MeOH
RT, 3 h, 90%
Chemical structure
HCl
H2O
RT, 2 h, 80%
Chemical structure
Boc2O, NaHCO3
EtOAc, H2O
RT, 3 h, 91%
Chemical structure
MsCl, Et3N
CH2Cl2
0 °C to RT, 6 h, 75%
Chemical structure
LiAlH4
THF
Reflux, 8 h, 60%
Chemical structure

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