α,β-Differentiated tandem diamination of cinnamic esters using N,N-dichloro-2-nitrobenzenesulfonamide and acetonitrile as the nitrogen sources

G. Li, S. H. Kim, H. X. Wei

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Abstract

Tandem diamination of cinnamic esters provides a new approach to anti alkyl Nα-(2-Ns), Nβ-Ac diaminophenylpropionates. The new reaction proceeds to completion within 3 hours at room temperature using N,N-dichloro-2-nitrobenzenesulfonamide (2-NsNCl2) as the nitrogen source in acetonitrile, which is also involved in the reaction process. Seven diamine derivatives have been obtained with good yields and stereoselectivity. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)8699-8703
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number45
DOIs
StatePublished - Nov 4 2000

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Keywords

  • Diamination
  • Nitrobenzenesulfonamide
  • Vicinal diamines
  • α,β-diamino acids

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