Synthesis of spiro-1-pyrazolines by the 1,3-dipolar cycloaddition of exocyclic α,β-unsaturated ketones with diazomethane

A. Lévai, Artur M S Silva, T. Patonay, José A S Cavaleiro

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

1,3-Dipolar cycloadditions of exocyclic α,β-unsaturated ketones 1-22 with diazomethane afforded spiro-1-pyrazolines 23-44 in a diastereospecific reaction. The structure and stereochemistry of each compound synthesised has been elucidated by nmr spectroscopic measurements and other analytical techniques. It has been proven that the stereochemistry of the starting α,β-enones was retained in the course of these cycloadditions.

Original languageEnglish
Pages (from-to)1215-1222
Number of pages8
JournalJournal of Heterocyclic Chemistry
Volume36
Issue number5
Publication statusPublished - 1999

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Diazomethane
Stereochemistry
Cycloaddition
Ketones

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of spiro-1-pyrazolines by the 1,3-dipolar cycloaddition of exocyclic α,β-unsaturated ketones with diazomethane. / Lévai, A.; Silva, Artur M S; Patonay, T.; Cavaleiro, José A S.

In: Journal of Heterocyclic Chemistry, Vol. 36, No. 5, 1999, p. 1215-1222.

Research output: Contribution to journalArticle

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