Synthesis of Clavukerin A

C12H18
Principal investigator | Erich L. Grimm |
---|---|
Publication year | 2003 |
Synthesis type | Partial |
Number of steps | 10 (linear) |
References |
Part 1 of 1

NaBH4
MeOH
0 °C
"The starting material is obtained in 3 steps from (+)-limonene, see:
J. Org. Chem. 1964, 29, 3740."

PBr3
Et2O
0 °C

PhSO2Na
DMF
RT, 15 h, 85% (3 steps)

- Sia2BH
- H2O2 , H2O
THF
RT, 2.5 h

MsCl
Et3N
0 °C, 60 min


NaH,
Dimethyl malonate
DMF
0 to 140 °C, 17 h, 51%

TMS2NLi
THF
0 °C, 89%

NaBH4
MeOH
93%

