Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 5 h / Reflux
2.1: zinc(II) oxide / toluene / 24 h / Reflux
3.1: potassium carbonate / acetone / 24 h / 40 °C
4.1: europium(III) trifluoromethanesulfonate; 2,6-bis[(4R,5R)-4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl]pyridine / acetonitrile / 48 h / -20 °C / Molecular sieve; Inert atmosphere
5.1: trifluoroacetic acid
6.1: sodium hydrogencarbonate / tetrahydrofuran / 0.5 h / 20 °C
7.1: trifluoroacetic acid / 0.08 h / Inert atmosphere; Molecular sieve
7.2: Inert atmosphere; Molecular sieve
With
sodium hydride; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; zinc(II) oxide; europium(III) trifluoromethanesulfonate; 2,6-bis[(4R,5R)-4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl]pyridine;
In
tetrahydrofuran; acetone; toluene; acetonitrile; mineral oil;
4.1: |Michael Addition;
DOI:10.1021/ol400136y