Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers
Miklós, F., Bozó, K., Galla, Z., Haukka, M., & Fülöp, F. (2017). Traceless chirality transfer from a norbornene β-amino acid to pyrimido[2,1-a]isoindole enantiomers. Tetrahedron: Asymmetry, 28(10), 1401-1406. https://doi.org/10.1016/j.tetasy.2017.07.006
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Tetrahedron: AsymmetryDate
2017Copyright
© 2017 Elsevier Ltd. This is a final draft version of an article whose final and definitive form has been published by Elsevier. Published in this repository with the kind permission of the publisher.
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.
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