Amino Trans-position through the Chiral Aziridine  

作　　者：FENG Xi-Chun LIANG Shu-Cai SU Jiang-Tao QIU Quo-Fu HU Xian-Ming 

机构地区：[1]College of Pharmacy, Wuhan University, Wuhan 430072 College of Pharmacy, Wuhan University, Wuhan 430072 College of Pharmacy, Wuhan University, Wuhan 430072 College of Pharmacy, Wuhan University, Wuhan 430072 College of Pharmacy, Wuhan University, Wuhan 430072

出　　处：《有机化学》2003年第z1期266-266,共1页Chinese Journal of Organic Chemistry

摘　　要：　　Aziridines are valuable synthetic reagents and intermediates.[1～3] The highly strained three membered ring readily opens with excellent stereo- and regio-control to afford a wide variety of more stable ring opened chiral amines. (1 S, 2S)-1-Phenyl-2-amino-1,3-propanediol (1) is sulphonated at amino group and the hydroxyl group. Obtainning two kinds of sulphonated 1. Then it reacts in the conditions of Mitsunobu reagents (DEAD/PPh3) and alkaline, get α-phenyl-1-p-toluensulfonyl-aziridinemethanol (4). The chiral aziridine intermediate can aza-payne rearrange and ring opened with the reagent of LiAlH4 to get the N-tosyl-norephedrine (5) and 3-sulphurylamino-1aryl-propanol (7). The structure of these products was detected by IR, 1H NMR and MS spectra.……

分 类 号：O62[理学—有机化学]