Synthesis of Quadrone

C15H20O3
Principal investigator | Eiichi Yoshii |
---|---|
Publication year | 1983 |
Synthesis type | Formal |
Number of steps | 11 (linear) |
References |
Part 1 of 1
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hν
CH2Cl2
-78 °C, 7 h, 67%

- i-Pr2NLi
- TMSCl
THF
-78 °C to RT, 90 min, 98%

CH2I2,
Zn-Cu,
MeOCH2Cl
CH2Cl2
0 °C to RT, 4.5 h, 60%

Propargyl bromide,
HgCl2,
Al
Et2O, THF
-78 to -40 °C, 90 min, 50%

HCO2H
RT, 40 h

HCrO3Cl.Pyr
CH2Cl2
RT, 10 h, 31% (2 steps)



BBr3
CH2Cl2
-78 to -20 °C, 24 h


Remaining...
24% (5 steps)
"See : J. Am. Chem. Soc. 1981, 103, 4136."
