Asymmetric cyclopropanation and monobenzoylation reactions of meso diols employing borabox catalysts 1 (M=Cu) result in high enantioselectivities. The borabox ligands are anionic analogues of the bisoxazolines 2 and are readily prepared by lithiation of oxazolines and subsequent trapping with boron halides. The considerable potential of borabox ligands in asymmetric catalysis is shown.