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Named reactions

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Search synthesis

Prostaglandin F2α

Chemical structure of Prostaglandin_F2a
C20H34O5
Author Elias J. Corey
Publication year 1969
Synthesis type Total synthesis
Number of steps 17 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
MeOCH2Cl, NaH
THF
-55 °C
Chemical structure
2-Chloroacrylonitrile, Cu(BF4)2
0 °C

See the Diels-Alder Reaction
Chemical structure
KOH
DMSO
30 °C, 14 h, 80% (3 steps)
Chemical structure
mCPBA
CH2Cl2
95%

See the Baeyer-Villiger Oxidation
Chemical structure
NaOH
H2O
0 °C, 12 h
Chemical structure
KI3
H2O
80% (2 steps)
Chemical structure
Ac2O
Pyr
RT, 15 min, 100%
Chemical structure
n-Bu3SnH, AIBN
PhH
RT, 99%
Chemical structure
BBr3
CH2Cl2
0 °C, 90%
Chemical structure
CrO3.2Pyr
CH2Cl2
0 °C

See the Collins Oxidation
Chemical structure + Chemical structure
NaH
DME
RT, 60 min, 70% (2 steps)

See the Horner-Wadsworth-Emmons Reaction
Chemical structure
Zn(BH4)2
DME
RT, 30 min, 49%

Also isolated was the C15-epimer (49 % yield).
Chemical structure
K2CO3
MeOH
RT, 15 min, 100%
Chemical structure
3,4-Dihydropyran, TsOH
THF
RT, 15 min
Chemical structure
i-Bu2AlH
PhMe
-60 °C, 30 min
Chemical structure + Chemical structure
Dimsyl sodium
DMSO
80% (3 steps)

See the Wittig Reaction
Chemical structure
AcOH
H2O
37 °C, 3 h, 90%
Chemical structure

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