Synthesis, Inhaltsverzeichnis Synthesis 2013; 45(4): 452-458DOI: 10.1055/s-0032-1316843 paper © Georg Thieme Verlag Stuttgart · New York Highly Enantioselective Three-Component Reactions of tert-Butyl Diazoacetate with Arylamines and Imines: An Efficient Synthesis of α,β-Bis(arylamino) Acid Derivatives Liqin Jiang , Dan Zhang , Zhongqing Wang , Wenhao Hu* Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract Enantioselective three-component reactions of tert-butyl diazoacetate with arylamines and imines afford α,β-bis(arylamino) acid derivatives in good yields (56–90%) with high diastereoselectivities (up to >95:5 dr) and excellent enantioselectivities (up to 96% ee). Key words Key wordsmulticomponent reaction - tert-butyl diazoacetate - ammonium ylide - imine addition - α,β-diamino acids Volltext Referenzen References 1 Liqin Jiang and Dan Zhang contributed equally to this work. 2a Viso A, Fernandez de la Pradilla R, Garcia A, Flores A. Chem. 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These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html [or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax +44(1223)336033; or deposit@ ccdc.cam.ac.uk]. 14 Myhre PC, Maxey CT, Bebout DC, Swedberg SH, Petersen BL. J. Org. Chem. 1990; 55: 3417 15 Shiino M, Watanabe Y, Umezawa K. Bioorg. Med. Chem. 2001; 9: 1233 For preparation of 1a–i: 16a Hu WH, Zhou J, Xu XF, Liu WJ, Gong LZ. Org. Synth. 2011; 88: 406 For preparation of 1j: 16b Zhu SS, Cefalo DR, La DS, Jamieson JY, Davis WM, Hoveyda AH, Schrock RR. J. Am. Chem. Soc. 1999; 121: 8251 16c Klussmann M, Ratjen L, Hoffmann S, Wakchaure V, Goddard R, List B. Synlett 2010; 2189 Zusatzmaterial Zusatzmaterial Supporting Information
