TY - JOUR AU - Tsutsumi, Ryosuke; Kim, Seonwoo; Uraguchi, Daisuke; Ooi, Takashi TI - The Practical Preparation of Chiral N-Sulfonyl Oxaziridines via Catalytic Asymmetric Payne Oxidation SN - 0039-7881 SN - 1437-210X PY - 2014 JO - Synthesis JF - Synthesis LA - EN VL - 46 IS - 07 SP - 871 EP - 878 ET - 2014/02/21 DA - 2014/03/20 KW - asymmetric catalysis KW - oxaziridines KW - oxidation KW - peroxides KW - stereoselective synthesis AB - The asymmetric Payne oxidation of N-sulfonyl imines catalyzed by a P-spiro chiral triaminoiminophosphorane was developed for the practical synthesis of optically active N-sulfonyl oxaziridines. High efficiency and an excellent level of enantioselectivity were generally achieved with a wide variety of aldimines by choosing appropriate reaction conditions. The versatility of this method was demonstrated by the diastereoselective kinetic oxidation of racemic α-chiral N-sulfonyl imines. PB - © Georg Thieme Verlag DO - 10.1055/s-0033-1340818 UR - http://www.thieme-connect.de/products/ejournals/abstract/10.1055/s-0033-1340818 ER -