1: dimethyl cyclohexylboronate With potassium fluoride; (trifluoromethyl)-trimethylsilane in ethylene glycol dimethyl ether T=20°C; 18 h; Inert atmosphere; 2: With chloro-trimethyl-silane in ethylene glycol dimethyl ether T=-20 - -10°C; 0.333333 h; Inert atmosphere; 3: diazoacetic acid ethyl ester With methanol in ethylene glycol dimethyl ether T=-20 - 20°C; 2 h; Inert atmosphere;

1: cyclohexene With trimethyl-silane; dimethylsulfide borane complex; boron tribromide in hexane T=-80 - 0°C; 2 h; Inert atmosphere; 2: methanol T=-20°C; Inert atmosphere;

sodium tetrahydroborate in methanol; cyclohexene

in tetrahydrofuran; methanol addn. of NaOMe/MeOH at 0°C, stirring at 0-25°C overnight;;

1: tetrahydrofuran 2: methanol View Scheme

iodine in tetrahydrofuran; methanol byproducts: MeI; addn. of I2 and NaOMe in MeOH to borinate in THF, stirring (25°C, 14 h); solvent removal (vac.), extraction (pentane), drying (MhSO4), solvent removal (vac.);

1: methyl iodide; aluminium; aluminium trichloride 2: methanol View Scheme

1: tetrahydrofuran 2: tetrahydrofuran 3: methanol View Scheme

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methanol