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Named reactions

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Search synthesis

Corynantheidol

Chemical structure of Corynantheidol
C19H26N2O
Author Albert I. Meyers
Publication year 1991
Synthesis type Total synthesis
Number of steps 13 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
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Chemical structure
Camphorsulfonic acid
PhMe
Reflux, 2 d, 75 %
Chemical structure
  1. KH, (CH2NMe2)2
  2. MeOCH2Cl
THF
0 °C, 2.5 h, 99 %
Chemical structure
  1. KH, MeLi
  2. ClCH2CN
THF
-100 to -72 °C, 100 min
Chemical structure
NH2NH2.H2O
AcOH, EtOH, H2O
0 °C, ON, 64 % (2 steps)
Chemical structure
+
Chemical structure
Et3N, DMAP
CH2Cl2
0 °C, 35 min, 89 %
Chemical structure
Zn-Ag
)))
THF
40 °C, 2 h

See the Blaise Reaction
Chemical structure
K2CO3
THF, H2O
RT, 60 min, 88 % (2 steps)
Chemical structure
LiAlH4
THF
Reflux, 4 h, 73 %
Chemical structure
(CF3CO)2O, DMSO, Et3N
CH2Cl2
-78 °C to RT, 100 mnin, 85 %

See the Swern Oxidation
Chemical structure
(MeO)2P(O)CH2CO2Me, NaH
THF
0 to 50 °C, 4.5 h, 83 %

See the Horner-Wadsworth-Emmons Reaction
Chemical structure
H2, Pd/C, K2CO3
1 atm
EtOAc
RT, ON, 96 %

Selectivity : 89:11 dr
Chemical structure
LiAlH4
THF
RT, 60 min, 81 %
Chemical structure
HCl
THF, Et2O, H2O
RT, 5 h, 80 %
Chemical structure

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