Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers

Ferenc Miklós, Kristóf Bozó, Zsolt Galla, Matti Haukka, F. Fülöp

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The synthesis of two enantiomeric pairs of pyrimidoisoindoles 9a, 9b and 10a, 10b is reported. During a domino ring-closure reaction, followed by cycloreversion, the chirality of diendo-(−)-(1R,2S,3R,4S)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide [(−)-1] was successfully transfered to heterocycles (+)-9a, (+)-10a, (−)-9b, (−)-10b and (−)-10c.

Original languageEnglish
Pages (from-to)1401-1406
Number of pages6
JournalTetrahedron Asymmetry
Volume28
Issue number10
DOIs
Publication statusPublished - Oct 15 2017

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Isoindoles
Enantiomers
Chirality
enantiomers
chirality
closures
amino acids
Amino acids
Amino Acids
rings
synthesis
2-norbornene

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers. / Miklós, Ferenc; Bozó, Kristóf; Galla, Zsolt; Haukka, Matti; Fülöp, F.

In: Tetrahedron Asymmetry, Vol. 28, No. 10, 15.10.2017, p. 1401-1406.

Research output: Contribution to journalArticle

Miklós, Ferenc ; Bozó, Kristóf ; Galla, Zsolt ; Haukka, Matti ; Fülöp, F. / Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers. In: Tetrahedron Asymmetry. 2017 ; Vol. 28, No. 10. pp. 1401-1406.
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