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Named reactions

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Clavukerin A

Chemical structure of Clavukerin_A
C12H18
Author Erich L. Grimm
Publication year 2003
Synthesis type Partial synthesis
Number of steps 10 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
NaBH4
MeOH
0 °C

The starting material is obtained in 3 steps from (+)-limonene, see: J. Org. Chem. 1964, 29, 3740.
Chemical structure
PBr3
Et2O
0 °C
Chemical structure
PhSO2Na
DMF
RT, 15 h, 85% (3 steps)
Chemical structure
  1. Sia2BH
  2. H2O2, H2O
THF
RT, 2.5 h
Chemical structure
MsCl
Et3N
0 °C, 60 min
Chemical structure
NaI
Acetone
65 °C, 16 h, 92% (3 steps)

See the Finkelstein Reaction
Chemical structure
Dimethyl malonate, NaH
DMF
0 to 140 °C, 17 h, 51%
Chemical structure
TMS2NLi
THF
0 °C, 89%
Chemical structure
NaBH4
MeOH
93%
Chemical structure
Na(Hg)
MeOH
0 °C, 3 h, 89%

See the Julia Olefination
Chemical structure

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