Diastereoselective Aziridination of 2-B(pin)-Substituted Allylic Alcohols: An Efficient Approach to Novel Organoboron Compounds

We report that 2-B(pin)-substituted allylic alcohols are good substrates for diastereoselective aziridinations in the presence of PhI(OAc)2 and N-aminophthalimide. Under the aziridination conditions, the valuable B–C bond remains intact, affording a variety of novel boron-substituted aziridines in good yields and excellent diastereoselectivities. Oxidation of the aziridine B–C bond enables generation of syn-1,3-aminohydroxy-2-ketones with high diastereoselectivity.