Several chiral potassium B-alkyl-9-boratabicyclo[3.3.1]nonanes $(K; B-R^*-9-BBNH)$ and potassium B-alkoxy-9-boratabicyclo[3.3.1]nonanes $(K ;B-OR^*-9-BBNH)$ were synthesized by treatment of the corresponding trialkylboranes and dialkylmonoalkoxyboranes with a small excess of potassium hydride. The chiral B-alkoxy derivatives generally reduce representative ketones, such as acetophenone and 3-methyl-2-butanone, with greater optical induction than the corresponding B-alkyl derivatives, suggesting the involvement of the oxygen atom in the control process for asymmetric synthesis.