Synthesis of Gymnomitrol

C15H24O
Principal investigator | George Büchi |
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Publication year | 1979 |
Synthesis type | Total |
Number of steps | 10 (linear) |
References |
Part 1 of 1
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KOH
85% (2 steps)

DDQ
MeOH
0 °C, 63%


SnCl4
CH2Cl2, MeNO2
-20 °C, 10 min


NaBH4
MeOH
-20 °C, 10 min, 10% (2 steps)

Pd/C,
H2
EtOAc
77%

3,4-Dihydropyran,
Camphorsulfonic acid
CH2Cl2
20 °C, 60 min

Ca
NH3, THF
10 min, 78% (2 steps)


AcOH
H2O, THF
60 °C, 7 h, 78% (2 steps)
