Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantioselectivities in a range of 29–41% have been achieved.