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Named reactions

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Search synthesis

Gymnomitrol

Chemical structure of Gymnomitrol
C15H24O
Author Steven C. Welch
Publication year 1979
Synthesis type Total synthesis
Number of steps 16 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
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Chemical structure
i-Pr2NLi
THF
-78 °C to RT, 5 h, 79%
Chemical structure
Hg(OAc)2
HCO2H, H2O
RT, 91%
Chemical structure
KOH
EtOH
Reflux, 84%

See the Aldol Condensation
Chemical structure
  1. Me2CuLi
  2. AllylCl
THF, HMPA
-78 °C to RT

See the Michael Addition
See the Williamson Ether Synthesis
Chemical structure
HCl
H2O
74% (2 steps)

Selectivity : 60:40
See the Claisen Rearrangement
Chemical structure
  1. NaH
  2. MeI
DME
64%
Chemical structure
  1. Sia2BH
  2. H2O2, NaOH, H2O
THF
80%
Chemical structure
CrO3, H2SO4
Acetone, H2O

See the Jones Oxidation
Chemical structure
CH2N2
Et2O
84% (2 steps)
Chemical structure
  1. TMS2NLi
  2. TBSCl
THF, Hexane(s), HMPA
Reflux, 2.5 h

See the Dieckmann Condensation
Chemical structure
TBSCl, P(NMe2)3
0 °C, 65% (2 steps)
Chemical structure
NaBH4
EtOH
0 °C to RT, 6 h, 87%
Chemical structure
2-Methoxypropene, POCl3
RT, 16 h
Chemical structure
n-Bu4N+ F-
THF
RT, 10 h, 74% (2 steps)
Chemical structure
Ph3P=CH2
DMSO
75 °C, 16 h

See the Wittig Reaction
Chemical structure
HCl
MeOH, H2O
RT, 30 min, 87% (2 steps)
Chemical structure

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