Multi-step reaction with 6 steps
1.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 - 0 °C / Inert atmosphere
1.2: 0.5 h / -78 - 20 °C / Inert atmosphere
2.1: tetra-n-propylammonium perruthenate.; 4-methylmorpholine N-oxide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere; Molecular sieve
3.1: magnesium / tetrahydrofuran / 0 °C / Inert atmosphere
3.2: 0.17 h / 0 °C / Inert atmosphere
4.1: Jones reagent / acetone / 2 h / 0 - 20 °C / Inert atmosphere
5.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere
6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; Jones reagent; tetra-n-propylammonium perruthenate.; diisobutylaluminium hydride; caesium carbonate; magnesium; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol2011117