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Named reactions

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Strychnine

Chemical structure of Strychnine
C21H22N2O2
Author David W. C. MacMillan
Publication year 2011
Synthesis type Total synthesis
Number of steps 12 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
(4-MeOPh)CH2Cl, NaH
DMF
0 °C to RT, 35 min, 94%
Chemical structure
SeO2
Dioxane , H2O
100 °C, 5 h, 87%
Chemical structure
(EtO)2P(O)CH2SeMe, TMS2NK, 18-Crown-6
THF
-78 °C to RT, 90 min, 81%

See the Horner-Wadsworth-Emmons Reaction
Chemical structure + Chemical structure
Reagent structure
Br3CCO2H
PhMe
-60 °C to RT, 23 h, 82%

Selectivity : 94:06 er
See the Michael Addition
Chemical structure
(Ph3P)3RhCl
PhMe, PhCN
120 °C, 5.5 h, 86%
Chemical structure
COCl2, Et3N, MeOH
PhMe
-45 °C to RT, 3 h, 88%
Chemical structure
i-Bu2AlH, CF3CO2H
CH2Cl2, MeOH
-78 °C to RT, 3 h, 81%
Chemical structure + Chemical structure
DBU, K2CO3
DMF
RT, 50 min, 84%
Chemical structure
i-Bu2AlH
CH2Cl2
-78 °C, 2 h, 91%
Chemical structure
Pd(OAc)2, NaHCO3, n-Bu4N+ Cl-
EtOAc
RT, 24 h, 58%

See the Heck Coupling
Chemical structure
PhSH
CF3CO2H
45 °C, 13 h, 66%
Chemical structure
Malonic Acid, NaOAc
AcOH, Ac2O
120 °C, 2 h, 69%

See the Aldol Addition
Chemical structure

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