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%