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Named reactions

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Strychnine

"Dedicated to Professor Rolf Huisgen on the occasion of his 90th birthday"

Chemical structure of Strychnine
C21H22N2O2
Author Hans-Ulrich Reissig
Publication year 2010
Synthesis type Formal synthesis
Number of steps 10 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
+
Chemical structure
Et3N, DMAP
CH2Cl2
RT, 3 d, 82%
Chemical structure
SmI2, BrCH2CN
THF, HMPA
RT, ON, 77%
Chemical structure
H2, Ni (Raney)
1 atm
MeOH
RT, 3 d, 97%
Chemical structure
ClCO2Me, Et3N, DMAP
CH2Cl2
RT, 4 h, 87%
Chemical structure
MsCl, Et3N, DMAP, DBU
CH2Cl2
RT, 48 h, 63%
Chemical structure
TMSI
CHCl3
Reflux, 2 h
Chemical structure + Chemical structure
K2CO3, n-Bu4N+ I-
MeCN
RT, ON, 65% (2 steps)
Chemical structure
Pd(OAc)2, K2CO3, n-Bu4N+ Cl-
DMF
70 °C, 4 h, 68%

See the Heck Coupling
Chemical structure

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Remaining...
27% (2 steps)

See : J. Org. Chem. 1994, 59, 2685; J. Org. Chem. 1993, 58, 7490.
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