An Unusual Copper Catalyzed Iodine Mediated Aziridination of Olefins with the Direct Use of p‐Toluenesulphonamide

References

• Deyrup , J. A. 1983 . The Chemistry of Heterocyclic Compounds Edited by: Hassner , A. Vol. 42 , 1 – 214 . New York : Wiley . part 1
   Google Scholar
• Padwa , A. and Woolhouse , A. D. 1984 . “ Aziridines and fused ring derivatives ” . In Comprehensive Heterocyclic Chemistry Edited by: Lwowski , W. Vol. 7 , 47 – 93 . Oxford : Pergamon .
   Google Scholar
• Padwa , A. and Woolhouse , A. D. 1984 . Comprehensive Heterocyclic Chemistry: The Structure Reactions and Synthesis and Uses of Heterocyclic Compounds Edited by: Katritzky , A. R. and Rees , C. W. Vol. 7 , 47 Oxford : Pergamon Press .
   Google Scholar
• Kemp , J. E. 1991 . Comprehensive Organic Synthesis Edited by: Trost , B. M. and Fleming , I. Vol. 7 , 469 Oxford : Pergamon .
   Google Scholar
• Edwards , O. E. 1970 . “ Acylnitrenes ” . In Nitrenes Edited by: Lwowski , W. 225 – 247 . New York : Interscience .
   Google Scholar
• Lwowski , W. 1970 . “ Carbonylnitrenes ” . In Nitrenes Edited by: Lwowski , W. 185 – 224 . New York : Interscience .
   Google Scholar
• Lwowski , W. 1984 . “ Acylazides and Nitrenes ” . In Azides and Nitrenes, Reactivity and Utility Edited by: Scriven , E. F. V. 205 – 246 . New York : Academic .
   Google Scholar
• Yamada , Y. , Yamamoto , T. and Okawara , M. 1975 . Synthesis and reaction of new type I‐N Ylide, N‐Tosyliminoiodinane . Chem Lett. , : 361
   Google Scholar
• Evans , D. A. , Faul , M. M. and Bilodeau , M. T. 1991 . Copper catalyzed aziridination of olefins by N‐(p‐Toluenesulphonyl)imino phenyliodinane . J. Org. Chem. , 56 : 6744
   Google Scholar
• Evans , D. A. , Faul , M. M. , Bilodeau , M. T. , Anderson , B. A. and Barnes , D. M. 1993 . Bis(oxazoline)‐copper complexes as chiral catalysts for enantioselective aziridination of olefins . J. Am. Chem. Soc. , 115 : 5328
   Web of Science ®Google Scholar
• Li , Z. , Conser , K. R. and Jacobsen , E. N. 1993 . Asymmetric alkene aziridination with readily available chiral diamine based catalysts . J. Am. Chem. Soc. , 115 : 5326
   Web of Science ®Google Scholar
• Evans , D. A. , Faul , M. M. and Bilodeau , M. T. 1994 . Development of the copper catalyzed olefin aziridination reaction . J. Am. Chem. Soc. , 116 : 2742
   Google Scholar
• Llewellyn , D. B. , Adamson , D. and Arndtsen , B. A. 2000 . A novel example of chiral counter anion induced enantioselective metal catalysis: The importance of ion‐pairing in copper‐catalyzed olefin aziridination and cyclopropanation . Org. Lett. , 2 : 4165
   Google Scholar
• Simkhovich , L. and Gross , Z. 2001 . Iron (IV) corrols are potent catalysts for aziridination of olefins by chloramine‐T . Tetrahedron Lett. , 42 : 8089
   Web of Science ®Google Scholar
• Ando , T. , Kano , D. , Minakata , S. , Ryu , I. and Komatsu , M. 1998 . Iodine‐catalyzed aziridination of alkenes using chloramine‐T as a nitrogen source . Tetrahedron , 54 : 13485
   Web of Science ®Google Scholar
• Ando , T. , Minakata , S. , Ryu , I. and Komatsu , M. 1998 . Nitrogen atom transfer to alkenes utilizing chloramine‐T as a nitrogen source . Tetrahedron Lett. , 39 : 309
   Google Scholar
• Vyas , R. , Chanda , B. M. and Bedekar , A. W. 1998 . Bromamine‐T: A superior source of nitrene for aziridination of olefins . Tetrahedron Lett. , 39 : 4715
   Google Scholar
• Albone , D. P. , Aujla , P. S. , Taylor , P. C. , Challenger , S. and Derrick , A. M. 1998 . A simple copper catalyst for both aziridination of alkenes and amination of activated hydrocarbons with chloramine‐T.Trihydrate . J. Org. Chem. , 63 : 9569
   Web of Science ®Google Scholar
• Jeong , J. U. , Tao , B. , Sagasser , I. , Henniges , H. and Sharpless , K. B. 1998 . Bromine‐catalyzed aziridination of olefins. A rare example of atom‐transfer redox catalysis by a main group element . J. Am. Chem. Soc. , 120 : 6844
   Google Scholar
• Brandt , P. , Sodergren , M. J. , Anderson , P. O. and Norrby , P. O. 2000 . Mechanistic studies of the copper catalyzed alkene aziridination . J. Am. Chem. Soc. , 122 : 8013
   Web of Science ®Google Scholar
• Southwick , P. L. and Christman , D. R. 1952 . Reactions of unsaturated compounds with iodine‐amine complexes I. Reactions of benzlactophenone and benzalacetone . J. Am. Chem. Soc. , 74 : 1886
   Web of Science ®Google Scholar
• Cromwell , N. H. and Mohrbacher , R. 1953 . Ethylenimine ketones. X. The stereoisomerism of 1‐Cyclohexyl‐2‐methyl–3‐(p‐phenylbenzyl)‐ethylenimine . J. Am. Chem. Soc. , : 6252
   Google Scholar
• Cromwell , N. H. , Cahoy , R. P. , Franklin , W. E. and Mercer , G. D. 1957 . Ethylamine ketones XI steric controls in the formation of the isomer ethylamine ketones . J. Am. Chem. Soc. , 79 : 922
   Google Scholar