An efficient and versatile approach for optical resolution of C2-symmetric axially chiral biaryl dials. Synthesis of enantiopure biaryl-derived cyclic trans-1,2-diols.

An efficient and practical method for optical resolution of axially chiral biaryl dials using enantiomeric tert-butanesulfinamide as resolving agent was developed. The approach offers a very convenient and straightforward access to versatile enantiomerically pure C2-symmetric biaryl dials in good yields. With the obtained axially chiral dials, stereoselective synthesis of a series of cyclic trans-1,2-diols in optically pure form was investigated.