Multi-step reaction with 6 steps
1.1: 1,4-diaza-bicyclo[2.2.2]octane / 144 h / 20 °C / Inert atmosphere
2.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve; Inert atmosphere
2.2: 24 h / 0 - 20 °C / Molecular sieve; Inert atmosphere
3.1: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere
4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 0.08 h / -50 °C / Inert atmosphere
5.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / 0.5 h / 20 °C / Inert atmosphere
5.2: -20 °C / Inert atmosphere
6.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Inert atmosphere
With
1,4-diaza-bicyclo[2.2.2]octane; dmap; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
dichloromethane;
1.1: Baylis-Hillman reaction / 4.1: Swern oxidation;
DOI:10.1002/chem.201100844