The reduction of functionalized pyrazolium salts as a stereoselective route to functionalized pyrazolidines

Luis A. Bañuelos, Purificación Cuadrado, Ana M. González-Nogal, Isabel López-Solera, Francisco J. Pulido, Paul R. Raithby

Research output: Contribution to journalArticlepeer-review

Abstract

Functionalized pyrazolium salts 1 react with metal complex hydrides (LiAlH4 and NaBH4) to give pyrazolidines 2 with good-to-excellent levels of diastereoselectivity. The stereochemical course of the reduction is essentially anti, leading to trans-trans-pyrazolidines. The relative configuration of the crystalline pyrazolidine 2c has been determined by X-ray crystallographic analysis.

Original languageEnglish
Pages (from-to)9193-9206
Number of pages14
JournalTetrahedron
Volume52
Issue number27
DOIs
Publication statusPublished - 1 Jul 1996

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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