Sample reactions
intermediate structure
(CF3CO)2O
CF3CO2H
Reflux, 14 h, 67% (2 steps)
intermediate structure
intermediate structure
2,6-Di-tert-butyl-4-methylpyridine, BCl3
CH2Cl2
RT, 15 h, 85%
intermediate structure
intermediate structure intermediate structure
TMS2NLi
Et2O
-78 °C, 3 h, 78%
"Also isolated was the C5-epimer (8 % yield)."
intermediate structure
intermediate structure
TsOH
PhH
RT, 40 h, 58% (3 steps)
"Also isolated was the C2-epimer (18% yield)."
intermediate structure
intermediate structure
(CH2O)n
3-Methyl-1-butanol
Reflux, 20 h
intermediate structure
intermediate structure
Dess-Martin Periodinane, Et3N, NaHCO3, H2CN+Me2 I-
CH2Cl2
RT, ON, 97%
intermediate structure
intermediate structure intermediate structure
DMF
100 °C
intermediate structure
intermediate structure
BF3.OEt2, HgO
MeOH
intermediate structure
intermediate structure intermediate structure
i-PrN(Cy)Li, H2CN+Me2 I-
THF
-78 to 0 °C, 8 h, 15%
intermediate structure
intermediate structure intermediate structure intermediate structure
CF3CO2H
CH2Cl2
-78 °C to RT, 5.5 h, 78%
intermediate structure
intermediate structure intermediate structure
Et3N, ZnCl2, t-BuOCl
THF
-78 °C to RT, ON
intermediate structure
intermediate structure intermediate structure
THF
-78 °C to RT, 13 h, 83% (2 steps)
intermediate structure
intermediate structure intermediate structure intermediate structure
THF
-78 °C to RT, 2 h, 79%
intermediate structure
intermediate structure
TMS2NLi
THF
-15 °C to RT, 3.5 h, 26%
intermediate structure
intermediate structure
TMS2NK, 2-Butanone
Et2O
-78 °C, 90 min, 84%
intermediate structure
intermediate structure
TsOH
PhH
60 °C, 4 h, 74%
intermediate structure
intermediate structure
H2CN+Me2 I-
CH2Cl2
35 °C, 48 h
intermediate structure