Synthesis of Curvularin

C16H20O5
Principal investigator | Brian M. Stoltz |
---|---|
Publication year | 2010 |
Synthesis type | Total |
Number of steps | 14 (3 parts) |
References |
Part 1 of 3

Imidazole,
TIPSCl
DMF
RT, 36 h, 41%

BnBr,
Cs2CO3
MeCN
RT

n-Bu4N+ F-
THF
RT, 42% (2 steps)

NBS
CH2Cl2
-78 °C, 90%

TMS2NH
THF
70 °C, 5 h


Part 2 of 3


TMSCl,
TMS2NH
THF
70 °C, 5 h


HCl
H2O, THF
RT, 2 h, 57% (2 steps)

H2,
Pd/C
1 atm
EtOH
RT

Dess-Martin Periodinane
CH2Cl2
RT, 93% (2 steps)

Part 3 of 3
+


CsF
MeCN
40 °C, 30%

H2,
Pd/C
1 atm
MeOH, THF
RT, 60%
