A highly regio-and stereoselective halohydroxylation of 1, 2-allenyl sulfoxides with X+ and water was developed. The reaction shows E-stereoselectivity. In the iodohydroxylation reaction, I2 was used to introduce the iodine atom. For bromohalohydroxylation, CuBr2, NBS, or Br2 can be used. When using I2, NBS, or Br2, the addition of LiOAc⊙ 2H2O is necessary for high yields of the halohydroxylation products. The chlorohydroxylation ...