Methyl morpholine oxide → HCID 73989338, Verbindung

Reaktionsgleichung

[CH2:1]([O:3][C:4]1[C:5](/[C:16](/[CH3:21])=[C:17](/[F:20])\[CH2:18][OH:19])=[CH:6][C:7]2[CH:8]=[CH:9][CH2:10][C:11]([CH3:15])([CH3:14])[C:12]=2[CH:13]=1)[CH3:2].C[N+]1([O-])CCOCC1>ClCCl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[CH2:1]([O:3][C:4]1[C:5]([C:16]([CH3:21])=[C:17]([F:20])[CH:18]=[O:19])=[CH:6][C:7]2[CH:8]=[CH:9][CH2:10][C:11]([CH3:15])([CH3:14])[C:12]=2[CH:13]=1)[CH3:2]

Komponenten

Versuchsvorschrift

A solution of (2E)-3-(3-ethoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-en-1-ol (Compound A-49, 18 mg, 0.06 mmol), 4 Å molecular sieves (0.1 g) in dichloromethane (3 mL) was treated with tetrapropylammonium perruthenate (10 mg, 0.028 mmol) and 4 methylmorpholine N-oxide (15 mg, 0.12 mmol). The solution was stirred under argon for 30 min and filtered through a silica gel plug (20% ethyl acetate in hexanes). The filtrate was concentrated under vacuum to give the title compound.