Total synthesis of 10-norparvulenone and of O-methylasparvenone using a xanthate-mediated free radical addition-cyclization sequence.
[reaction: see text] A short synthesis of (+/-)-10-norparvulenone and (+/-)-O-methylasparvenone was developed starting from commercially available m-methoxyphenol, hinging on a xanthate-mediated addition-cyclization sequence for the construction of the alpha-tetralone subunit.
D000840:Anisoles / Q000737:chemistry; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D009284:Naphthols / Q000138:chemical synthesis*; D044024:Tetralones / Q000138:chemical synthesis; D013871:Thiones / Q000737:chemistry*
C418202:10-norparvulenone; D000840:Anisoles; D005609:Free Radicals; D009284:Naphthols; C111197:O-methylasparvenone; D044024:Tetralones; D013871:Thiones; C094702:3-hydroxyanisole