Catalytic, Three-Component Assembly Reaction for the Synthesis of Pyrrolidines

Chris V. Galliford, Melissa A. Beenen, SonBinh Nguyen, Karl A Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticle

57 Scopus citations

Abstract

Equation presented. Copper(I) salts catalyze the three-component assembly reaction between an α-diazo ester, an imine, and various alkenes and alkynes to form substituted pyrrolidines with excellent to good diastereoselectivities in high yields. The transition metal-catalyzed decomposition of the α-diazo compound in the presence of the imine likely generates a transient azomethine ylid that undergoes addition with various dipolarophiles in a highly convergent manner.

Original languageEnglish (US)
Pages (from-to)3487-3490
Number of pages4
JournalOrganic Letters
Volume5
Issue number19
DOIs
StatePublished - Sep 18 2003

ASJC Scopus subject areas

  • Molecular Medicine

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