1: 1.) ethylmagnesium bromide / 1.) THF, r.t., 1.5 h; 2.) THF, r.t., 1 h 2: 81 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 55 °C 3: 60 percent / LiAlH4, titanium trichloride, triethylamine / tetrahydrofuran; diethyl ether / 0.5 h / 50 °C View Scheme

1: 1.) ethylmagnesium bromide / 1.) THF, r.t., 1.5 h; 2.) THF, r.t., 1 h 2: 81 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 55 °C 3: 60 percent / LiAlH4, titanium trichloride, triethylamine / tetrahydrofuran; diethyl ether / 0.5 h / 50 °C View Scheme

1: 1.) ethylmagnesium bromide / 1.) THF, r.t., 1.5 h; 2.) THF, r.t., 1 h 2: 81 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 55 °C 3: 60 percent / LiAlH4, titanium trichloride, triethylamine / tetrahydrofuran; diethyl ether / 0.5 h / 50 °C 4: 1.) collidine, silver nitrate; 2.) silica gel / 1.) acetonitrile; 2.) column chromatography with hexane-ether View Scheme

1: 1.) ethylmagnesium bromide / 1.) THF, r.t., 1.5 h; 2.) THF, r.t., 1 h 2: 81 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 55 °C 3: 60 percent / LiAlH4, titanium trichloride, triethylamine / tetrahydrofuran; diethyl ether / 0.5 h / 50 °C 4: 1.) collidine, silver nitrate; 2.) silica gel / 1.) acetonitrile; 2.) column chromatography with hexane-ether View Scheme