in tetrahydrofuran 4-fluorophenylmagnesium bromide added dropwise at -78°C to soln. ClAuPPh3 in THF in Schlenk techniques under Ar; mixt. warmed to room temp., mixed for 16 h; treated with satd. soln. of NH4Cl, extd. with Et2O; org. layers washed with satd. soln. of NaCl, dried over MgSO4; solvents removed under vac.; crystals obtained via crystn. from CHCl3;

in tetrahydrofuran; diethyl ether addn. of ethereal Mg-compd. to a stirred suspension of Au-compd. in THF, stirred for 3 h at 30°C; treated with H2O, organic layer sepd., washed (H2O), dried (K2CO3), passed through column (alumina), evapd. (vac.), diluted with petroleum ether;

1: dichloromethane-d2 / -196 - -78 °C 2: dichloromethane-d2 / -52 °C View Scheme

1: toluene-4-sulfonic acid / chloroform-d1; methanol-d4 / 25 °C 2: (1S)-10-camphorsulfonic acid; 1-(diacetoxyiodo)-4-fluorobenzene / chloroform-d1; methanol-d4 / 30 °C View Scheme