sodium tetrahydroborate in methanol; acetonitrile 16 h; Ambient temperature;

1: (4-methylphenyl)methyl alcohol With trifluoromethylsulfonic anhydride; bis-(phenyl)-sulfoxide; N,N,N',N'-tetra-methylnaphthalene-1,8-diamine in toluene T=-78°C; 2: sodium salt of dimethylmalonate in tetrahydrofuran; toluene T=-78 - 20°C;

1: 1.) 2,6-di-tert-butylphenol, DBN, 2.) TFA / 1.) CH2Cl2, 2 h, room t., 2.) CH2Cl2, 6 min, 25 deg C 2: 75 percent / NaBH4 / acetonitrile; methanol / 16 h / Ambient temperature View Scheme

sodium tetrahydroborate in methanol; acetonitrile 576 h; Ambient temperature;

(i) NaOMe, (ii) /BRN= 507387/; Multistep reaction;