hydrogenchloride in diethyl ether under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 1 h, warmed to room temp., stirred for 3 h, cooled to 0 °C, added soln. of anhyd. HCl in Et2O, stirred for 0.5 h; decanted and combined with ether washes of solid, evapd. in air, distd.; elem. anal.;

in tetrahydrofuran 0.0833333 h;

in tetrahydrofuran

methyllithium in water

hydrogenchloride in diethyl ether under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;

hydrogenchloride; methylmagnesium bromide in diethyl ether (N2); a soln. of B-compound cooled with a dry ice-acetone bath; a soln.of CH3MgBr added dropwise via syringe; stirred for 0.5 h; allowed to warm to room temp. with stirring for 0.5 h; cooled to 0°C; a soln. of HCl in ether added; warmed to room temp.; detected by (11)B NMR;

CH3SO3H or HCl or CH3COCl or ClCH2COCl or Cl3CCOCl in diethyl ether addn. of CH3Li to soln. of C6H11B(OCH(CH3)2)2 (2.5 mmol) in ether at -78°C via syringe; stirring at -78°C for 3 h; addn. of acid (further acids investigated: ClCH2COCl, (CH3)3SiCl); warming slowly to room temp.; stirring at room temp.;; not isolated; product distribution is determined by 11B-NMR for various conditions (temp. at which acid is added, amt. of CH3Li, amt. of acid);;

methanesulfonic acid in hexane byproducts: (CH3)3B; dropwise addn. of CH3Li (1 equiv.) to soln. of C6H11B(OCH(CH3)2)2 (2.5 mmol) in hexane at -78°C via syringe; stirring at -78°C for 3 h; addn. of CH3SO3H at 0/25°C; warming slowly to room temp.; stirring at room temp.;; not isolated; product distribution (depending on temp. at which acid is added) is determined by 11B-NMR;;

hydrogenchloride in diethyl ether byproducts: LiCl, 2-propanol; 2 equiv of MeLi slowly adding to a soln. of the boronic ester at -78°C, stirring for 3 h at the same temp., 1 equiv of anhydrous HCl in Et2O adding, warming to room temp., stirring for 15 min; the content was detd. by (11)B NMR spectrum;

in toluene T=20 - 70°C; P=45.0045 - 52.5053 Torr; 0.866667 - 1.03333 h; Product distribution / selectivity;