From 3-aza-2-oxobicyclo[3.1.0]hexane to enantiopure disubstituted cyclopropane: A convenient approach to cis-2,3-methano-GABA

Roberta Galeazzi, Giovanna Mobbili, Mario Orena

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Starting from the diastereomerically pure 4-ethenyl pyrrolidin-2-one 5, through simple steps the mesyl derivative 8 was obtained, which underwent intramolecular alkylation to give, in good yield, the 3-aza-2-oxobicyclo[3.1.0]hexane 9. This compound was subsequently converted into enantiomerically pure (-)-cis-2,3-methano-GABA, 2.

Original languageEnglish
Pages (from-to)133-137
Number of pages5
JournalTetrahedron: Asymmetry
Volume8
Issue number1
DOIs
Publication statusPublished - Jan 9 1997

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cyclopropane
alkylation
Alkylation
Hexanes
Hexane
gamma-Aminobutyric Acid
Derivatives

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

From 3-aza-2-oxobicyclo[3.1.0]hexane to enantiopure disubstituted cyclopropane : A convenient approach to cis-2,3-methano-GABA. / Galeazzi, Roberta; Mobbili, Giovanna; Orena, Mario.

In: Tetrahedron: Asymmetry, Vol. 8, No. 1, 09.01.1997, p. 133-137.

Research output: Contribution to journalArticle

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