Influence of Ag(I) and Li(I) Catalysts for 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides. Reversal of the Stereochemistry

Miklós Nyerges, Monika Rudas, Gábor Tóth, Bulcsú Herényi, István Kádas, István Bitter, László Töke

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

The 1,3-dipolar cycloadditions of ester stabilised azomethin ylides to aryl-nitro olefines catalysed by Li(I) gave products of different stereoselectivity than those arising from processes catalysed by Ag (I). The cycloadditions involve the stereospecific generation of dipoles. The formation of products with reverse stereochemistry when using different metal salt catalysts is caused by the differences in endo and exo approaches of nitro-ethylene compounds.

Original languageEnglish
Pages (from-to)13321-13330
Number of pages10
JournalTetrahedron
Volume51
Issue number48
DOIs
Publication statusPublished - Nov 1995

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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