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.
Bibliographical noteFunding Information:
This work was supported by a research grant from the National Science Foundation (CHE 0353541) and by NSF-MRI award (CHE 0416157).