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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 8
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Original Articles

An Improved Procedure for the N-Alkylation of Aziridines

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Pages 1121-1127 | Received 20 Sep 1993, Published online: 23 Sep 2006

References

  • Kametani , T. and Honda , T. 1984 . Adv. Hetr. Chem. , 29 : 182
  • Tomasz , M. , Verdine , G. and Nakanishi , K. 1984 . J. Am. Chem. Soc. , 106 : 7367
  • Danishefsky , S. and Ciufolini , M. 1984 . J. Am. Chem. Soc. , 106 : 6424
  • Laka , D. and Bardos , T. 1975 . J. Biochem. Pharmacol. , 24 : 455
  • Duréault , A. , Greck , C. and Depezay , J. C. 1986 . Tetrahedron Lett. , 27 : 4157
  • Gesson , J. P. , Jacquesy , J. C. and Rambaud , D. 1992 . Bull. Soc. Chim. Fr. , 129 : 227
  • Soai , K. , Ookawa , A. and Kato , K. 1982 . Bull. Chem. Soc. Jpn. , 55 : 1671
  • Attempts to benzylate the 2-(silyloxymethyl)aziridine i, an analogous substrate to that used in ref. 4, with Et3N/BnBr in THF gave only a low yield of compound ii (33%). However, when K2CO3/18-crown-6 was used instead . N-benzyl aziridine ii was obtained in 91 yield
  • Åhman , J. and Somfai , P. For a practical and efficient preparation of iodomethyltributyltin, see The following paper in this issue
  • Åhman , J. and Somfai , P. 1992 . Tetrahedron , 48 : 9537 For general experimental details, see
  • Tanner , D. and Somfai , P. 1988 . Tetrahedron , 44 : 619

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