Synthesis of Gymnomitrol

C15H24O
Principal investigator | Steven C. Welch |
---|---|
Publication year | 1979 |
Synthesis type | Total |
Number of steps | 16 (linear) |
References |
Part 1 of 1
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i-Pr2NLi
THF
-78 °C to RT, 5 h, 79%

Hg(OAc)2
H2O, HCO2H
RT, 91%




- NaH
- MeI
DME
64%

- Sia2BH
- H2O , H2O2 , NaOH
THF
80%


CH2N2
Et2O
84% (2 steps)


TBSCl,
P(NMe2)3
0 °C, 65% (2 steps)

NaBH4
EtOH
0 °C to RT, 6 h, 87%

POCl3,
2-Methoxypropene
RT, 16 h

n-Bu4N+ F-
THF
RT, 10 h, 74% (2 steps)


HCl
H2O, MeOH
RT, 30 min, 87% (2 steps)
