Synthesis of Modhephene

C13H18O
Principal investigator | Viresh H. Rawal |
---|---|
Publication year | 1997 |
Synthesis type | Total |
Number of steps | 10 (linear) |
References |
Part 1 of 1

- i-Pr2NLi
- 4-Bromobut-1-ene
THF, DMPU

- Dimsyl lithium
- Zn , NaOH , H2O
PhMe, THF
94% (2 steps)


LiDBB,
AlMe3
THF
-78 °C to RT, 16 h, 86%

H2Cr2O7.2Pyr
DMF
RT, 16 h, 91%

- i-Pr2NLi
- PhSeCl
THF
-78 °C to RT, 61%

n-Bu3SnH,
AIBN
PhH
Reflux, 63%
"Also isolated was the C2-epimer (32 % yield)."



TsOH
CH2Cl2
3 h, 100%
