hydrogenchloride; sodium periodate in tetrahydrofuran; water T=20°C; 3 h;

1: diethyl ether / -78 - 25 °C 2: H2SO4 View Scheme

1: tris-(dibenzylideneacetone)dipalladium(0); tripotassium phosphate monohydrate; P(t-Bu)2Me*HBF4 / water; tert-butyl alcohol / 60 °C / Inert atmosphere 2: hydrogenchloride; sodium periodate / tetrahydrofuran; water / 3 h / 20 °C View Scheme

1: tris-(dibenzylideneacetone)dipalladium(0); tripotassium phosphate monohydrate; P(t-Bu)2Me*HBF4 / water; tert-butyl alcohol / 60 °C / Inert atmosphere 2: hydrogenchloride; sodium periodate / tetrahydrofuran; water / 3 h / 20 °C View Scheme

sulfuric acid in water (N2); warming under reduced pressure; extn. (Et2O);

sulfuric acid in diethyl ether; water (N2); cooling B(OMe)3 in Et2O to -78°C, addn. of the Grignard compd. in Et2O over 2 h, stirring (-78°C, 2 h), warming to room temp., addn. of aq. H2SO4; phase sepn., extn. of the aq. phase (Et2O), evapn. of Et2O, recrystn. from CHCl3 at 55°C; contains some crystal water;

chromium(VI) oxide in dichloromethane; acetic acid T=25°C; 12 h;