Synthesis of hexahydro-1H-pyrrolo[1,2-c]imidazole derivatives by sequential azomethine ylide cycloaddition and urea cyclization reactions

Samir Najdi, Kyung Ho Park, Marilyn M. Olmstead, Mark J. Kurth

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

An efficient, diastereoselective route to 2,5,6,7-tetrasubstituted 1H- pyrrolo[1,2-c]imidazoles has been developed using azomethine ylide cycloaddition and urea cyclization reactions. Relative stereochemical assignments at the four contiguous pyrrolidine stereogenic centers were established by single-crystal X-ray analysis.

Original languageEnglish (US)
Pages (from-to)1685-1688
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number13
DOIs
StatePublished - Mar 26 1998

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Imidazoles
Cycloaddition
Cyclization
X ray analysis
Cycloaddition Reaction
Urea
X-Rays
Single crystals
Derivatives
azomethine
imidazole
pyrrolidine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of hexahydro-1H-pyrrolo[1,2-c]imidazole derivatives by sequential azomethine ylide cycloaddition and urea cyclization reactions. / Najdi, Samir; Park, Kyung Ho; Olmstead, Marilyn M.; Kurth, Mark J.

In: Tetrahedron Letters, Vol. 39, No. 13, 26.03.1998, p. 1685-1688.

Research output: Contribution to journalArticle

Najdi, Samir ; Park, Kyung Ho ; Olmstead, Marilyn M. ; Kurth, Mark J. / Synthesis of hexahydro-1H-pyrrolo[1,2-c]imidazole derivatives by sequential azomethine ylide cycloaddition and urea cyclization reactions. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 13. pp. 1685-1688.
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