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Named reactions

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Strychnine

"Dedicated to Prof. David Dalton on the occasion of his 73rd birthday."

Chemical structure of Strychnine
C21H22N2O2
Author Rodrigo B. Andrade
Publication year 2010
Synthesis type Total synthesis
Number of steps 15 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
BnNH2, MgSO4
CH2Cl2
RT, 16 h
Chemical structure + Chemical structure
+
Chemical structure
CF3CO2H
CH2Cl2
-78 °C to RT, 5.5 h, 78%

See the Mannich Reaction
Chemical structure
AgOTf, 2,6-Di-tert-butyl-4-methylpyridine, DBU
PhMe
RT, 13.5 h, 70%

See the Morita-Baylis-Hillman Reaction
See the Friedel-Crafts Alkylation
Chemical structure
Reagent structure
PhMe
110 °C, 60 min, 81%
Chemical structure
Et3O+ BF4-
CH2Cl2
0 °C to RT, 110 min
Chemical structure
NaBH4
MeOH
0 °C to RT, 2 h, 74% (2 steps)
Chemical structure
ClCO2CH(Cl)CH3, Proton Sponge ®
DCE
0 to 90 °C, 16 h
Chemical structure
ClCO2CH(Cl)CH3
135 °C, 48 h
Chemical structure
MeOH
Reflux, 3 h, 75% (3 steps)
Chemical structure + Chemical structure
K2CO3
MeCN
0 °C, 16 h, 63%
Chemical structure
Pd(OAc)2, Ph3P
Et3N
90 °C, 2 h, 85%

See the Heck Coupling
Chemical structure
NaBH3CN
AcOH
10 °C, 60 min
Chemical structure
NaOMe
MeOH, THF
RT, 5 h, 80% (2 steps)
Chemical structure
i-Bu2AlH
CH2Cl2
-78 °C, 60 min
Chemical structure
Malonic Acid, NaOAc
AcOH, Ac2O
110 °C, 2 h, 49% (2 steps)

See the Aldol Addition
Chemical structure

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