lithium aluminium tetrahydride

ethyl bromide; anthracene in tetrahydrofuran byproducts: 2-methyl-2'-trimethylstannylmethyl-1,1'binaphthyl; Mg and bromoethane in THF stirred for 18 h, addn. of anthracene, stirred for 12 h with ultrasonics, dropwise addn. (1.5h) of 2,2-bis(brommethyl)-1,1'binaphthyl, stirred (2 h), dropwise addn. (1 h) of dichlordimethylstannane, stirred for 1 d; volatilities removed in vac., extn. ether/sodium hydrogencarbonate, etheric phase washed with water, dried with Na2SO4, ether removed, 1H-NMR;

lithium aluminium tetrahydride

ethyl bromide; anthracene in tetrahydrofuran byproducts: 2-methyl-2'-trimethylstannylmethyl-1,1'binaphthyl; Mg and bromoethane in THF stirred for 18 h, addn. of anthracene, stirred for 12 h with ultrasonics, dropwise addn. (1.5h) of 2,2-bis(brommethyl)-1,1'binaphthyl, stirred (2 h), dropwise addn. (1 h) of dichlordimethylstannane, stirred for 1 d; volatilities removed in vac., extn. ether/sodium hydrogencarbonate, etheric phase washed with water, dried with Na2SO4, ether removed, 1H-NMR;

lithium hexamethyldisilazane in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=0°C; 0.166667 h;

lithium hexamethyldisilazane in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=0°C;

(i) DMF, (ii) aq. NaIO4, (iii) LiOEt, EtOH; Multistep reaction;