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

作者：Hernandez Toribio Jorge; Hussain Mahmud M; Cheng Kevin; Carroll Patrick J; Walsh Patrick J^*

来源：Organic Letters, 2011, 13(22): 6094-6097.

DOI：10.1021/ol202588g

We report that 2-B(pin)-substituted allylic alcohols are good substrates for diastereoselective aziridinations in the presence of Phl(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.

• 出版日期2011-11-18