Enantioselective ring opening of meso aziridines catalyzed by Tridentate Schiff base chromium(III) complexes.

作者: Zhen Li , Mónica Fernández , Eric N. Jacobsen

DOI: 10.1021/OL990992H

关键词:

摘要: A catalytic method for the enantioselective ring opening of meso aziridines by TMSN3 is described. Tridentate Schiff base chromium complexes derived from 1-amino-2-indanol were identified as optimal catalysts.

参考文章(8)
Denis Lucet, Thierry Le Gall, Charles Mioskowski, The Chemistry of Vicinal Diamines Angewandte Chemie International Edition. ,vol. 37, pp. 2580- 2627 ,(1998) , 10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO;2-L
Luis E. Martinez, James L. Leighton, Douglas H. Carsten, Eric N. Jacobsen, Highly Enantioselective Ring Opening of Epoxides Catalyzed by (salen)Cr(III) Complexes Journal of the American Chemical Society. ,vol. 117, pp. 5897- 5898 ,(1995) , 10.1021/JA00126A048
Alexander G. Dossetter, Timothy F. Jamison, Eric N. Jacobsen, Highly Enantio- and Diastereoselective Hetero-Diels-Alder Reactions Catalyzed by New Chiral Tridentate Chromium(III) Catalysts Angewandte Chemie International Edition. ,vol. 38, pp. 2398- 2400 ,(1999) , 10.1002/(SICI)1521-3773(19990816)38:16<2398::AID-ANIE2398>3.0.CO;2-E
Scott E. Schaus, Jay F. Larrow, Eric N. Jacobsen, Practical Synthesis of Enantiopure Cyclic 1,2-Amino Alcohols via Catalytic Asymmetric Ring Opening of Meso Epoxides Journal of Organic Chemistry. ,vol. 62, pp. 4197- 4199 ,(1997) , 10.1021/JO970146P
David M. Hodgson, Andrew R. Gibbs, Gary P. Lee, Enantioselective desymmetrisation of achiral epoxides Tetrahedron. ,vol. 52, pp. 14361- 14384 ,(1996) , 10.1016/0040-4020(96)00888-5
Seijiro Matsubara, Tomohiro Kodama, Kiitiro Utimoto, Yb(CN)3-catalyzed reaction of aziridines with cyanotrimethylsilane. A facile synthesis of optically pure β-amino nitriles Tetrahedron Letters. ,vol. 31, pp. 6379- 6380 ,(1990) , 10.1016/S0040-4039(00)97069-2
Jay F. Larrow, Scott E. Schaus, Eric N. Jacobsen, Kinetic Resolution of Terminal Epoxides via Highly Regioselective and Enantioselective Ring Opening with TMSN3. An Efficient, Catalytic Route to 1,2-Amino Alcohols Journal of the American Chemical Society. ,vol. 118, pp. 7420- 7421 ,(1996) , 10.1021/JA961708+