Synthesis of Defucogilvocarcin V

C21H16O5
Principal investigator | Victor Snieckus |
---|---|
Publication year | 1997 |
Synthesis type | Total |
Number of steps | 11 (3 parts) |
References |
Part 1 of 3

Zn,
ClCONEt2
CHCl3, Pyr
Reflux, 2 h, 70%


- (CH2NMe2)2 , s-BuLi
- I2
THF
-78 °C to RT, 6.5 h, 94%

Part 2 of 3

- NaH
- MeOCH2Cl
DMF
0 °C to RT, 2.5 h, 91%

- n-BuLi
- B(OMe)3
- H2O , HCl
THF
-78 °C to RT, 72%

Part 3 of 3
+



LDA
THF
Reflux, 3 h

AcOH
H2O
Reflux, 70 min, 70% (2 steps)

Tf2O,
Et3N
CH2Cl2
-78 °C, 60 min, 81%


BCl3
CH2Cl2
0 °C, 15 min, 95%
