A Domino Ring-Closure Followed by Retro-Diels-Alder Reaction for the Preparation of Pyrimido[2,1-a]isoindole Enantiomers
A simple method was developed to prepare pyrimido[2,1-a]isoindole derivatives by using di-endo- and di-exo-ethyl 3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylate enantiomers as chiral sources. The method is based on a domino ring-closure reaction of norbornene 2-aminohydroxamic acid followed by microwa...
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| Dokumentumtípus: | Cikk |
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Wiley-VCH
2016
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| Sorozat: | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
2016 No. 21 |
| doi: | 10.1002/ejoc.201600434 |
| mtmt: | 3107753 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/9896 |
| LEADER | 01549nab a2200253 i 4500 | ||
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| 024 | 7 | |a 10.1002/ejoc.201600434 |2 doi | |
| 024 | 7 | |a 3107753 |2 mtmt | |
| 040 | |a SZTE Publicatio Repozitórium |b hun | ||
| 041 | |a zxx | ||
| 100 | 1 | |a Fekete Beáta | |
| 245 | 1 | 2 | |a A Domino Ring-Closure Followed by Retro-Diels-Alder Reaction for the Preparation of Pyrimido[2,1-a]isoindole Enantiomers |h [elektronikus dokumentum] / |c Fekete Beáta |
| 260 | |a Wiley-VCH |c 2016 | ||
| 300 | |a 3519-3527 | ||
| 490 | 0 | |a EUROPEAN JOURNAL OF ORGANIC CHEMISTRY |v 2016 No. 21 | |
| 520 | 3 | |a A simple method was developed to prepare pyrimido[2,1-a]isoindole derivatives by using di-endo- and di-exo-ethyl 3-aminobicyclo[2.2.1]hept-5-ene-2-carboxylate enantiomers as chiral sources. The method is based on a domino ring-closure reaction of norbornene 2-aminohydroxamic acid followed by microwave-induced retro-Diels-Alder reaction. In the case of enantiomeric starting substances, the chirality is transferred from norbornene derivatives to pyrimido[2,1-a]isoindoles. The configurations of the synthesized compounds were determined by 1D and 2D NMR spectroscopy [based on 2D NOE cross-peaks and (3)J(H,H) coupling constants] and X-ray crystallography. | |
| 700 | 0 | 1 | |a Palkó Márta |e aut |
| 700 | 0 | 1 | |a Mándity István M. |e aut |
| 700 | 0 | 1 | |a Haukka Matti |e aut |
| 700 | 0 | 1 | |a Fülöp Ferenc |e aut |
| 856 | 4 | 0 | |u http://publicatio.bibl.u-szeged.hu/9896/1/fekete.pdf |z Dokumentum-elérés |