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Named reactions

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Search synthesis

Retigeranic Acid

Chemical structure of Retigeranic_Acid
C25H38O2
Author Elias J. Corey
Publication year 1985
Synthesis type Total synthesis
Number of steps 27 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
LiAlH4
Et2O
-20 °C, 90 min, 99%
Chemical structure
BzOH, Ph3P, DEAD
Et2O
-25 °C, 60 min

See the Mitsunobu Reaction
Chemical structure
KOH
MeOH
RT, 15 h, 89% (2 steps)
Chemical structure
Reagent structure
H2
65 atm
THF
RT, 6.5 h
Chemical structure
CrO3, H2SO4
Acetone, H2O
93% (2 steps)

See the Jones Oxidation
Chemical structure
VinylMgBr
Et2O
0 °C, 97%

Selectivity : 75 : 25
See the Grignard Reaction
Chemical structure
KHSO4
40 mmHg
150 °C, 82%
Chemical structure + Chemical structure
98-105 °C, 120 h, 61%

See the Diels-Alder Reaction
Chemical structure + Chemical structure
TMS2NK
PhMe
RT, 12 h, 80%

See the Wittig Reaction
Chemical structure
LiAlH4
Et2O
0 °C, 30 min, 99%
Chemical structure
o-NO2PhSeCN, n-Bu3P
THF
RT, 60 min
Chemical structure
mCPBA, Me2S
CH2Cl2
-78 °C to RT, 15 h, 75% (2 steps)

See the Grieco Dehydration
Chemical structure
H2SO4
MeOH, H2O
RT, 100%
Chemical structure
(COCl)2
PhH
RT, 2 h
Chemical structure
Et3N
PhH
RT, 5 min, 80% (2 steps)
Chemical structure
MeCH(SMe)2, n-BuLi
THF
-78 °C, 73%

See the Corey-Seebach Reaction
Chemical structure
CuOTf, Et3N
PhH
RT, 10 min
Chemical structure
NaIO4
Dioxane , H2O
RT, 12 h
Chemical structure
Al(Hg)
THF, H2O
0 °C to RT, 3 h, 65% (3 steps)
Chemical structure
H2, Pd/C
1 atm
THF, Pyr
RT, 24 h, 83%
Chemical structure
NaOMe
MeOH
-78 °C, 89%
Chemical structure
TsN3
EtOH
RT, 12 h
Chemical structure
Catecholborane, n-Bu4N+ OAc-
CHCl3
RT to 65 °C, 90 min, 83% (2 steps)
Chemical structure
OsO4
Pyr
RT, 60 min
Chemical structure
Pb(OAc)4
CH2Cl2
-78 to 0 °C, 30 min, 69% (2 steps)

See the Criegee Reaction
Chemical structure
Al2O3
4 Å MS
CH2Cl2
RT, 2 h, 70%

See the Aldol Condensation
Chemical structure
NaClO2, NaH2PO4, 2-Methyl-2-butene
t-BuOH, H2O
RT, 30 min, 85%

See the Pinnick-Lindgren Oxidation
Chemical structure

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