Enantioselective synthesis of bio-relevant 3,5-diaryl pyrazolinesElectronic supplementary information (ESI) available: copies of NMR spectra and HPLC chromatograms for all newly formed products. See DOI: 10.1039/c2ob25227a

The straightforward asymmetric construction of bio-relevant Δ 2 -pyrazolines having either N -(thio)amide or N -acetyl functional groups and flanked by aryl substituents such as phenol at C3 and C5 has been achieved through an enantioselective phase transfer organocatalytic addition of N -Boc hydraz...

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Bibliographic Details
Main Authors Mahé, Olivier, Dez, Isabelle, Levacher, Vincent, Brière, Jean-François
Format Journal Article
LanguageEnglish
Published 24.04.2012
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Summary:The straightforward asymmetric construction of bio-relevant Δ 2 -pyrazolines having either N -(thio)amide or N -acetyl functional groups and flanked by aryl substituents such as phenol at C3 and C5 has been achieved through an enantioselective phase transfer organocatalytic addition of N -Boc hydrazine to chalcones followed by a transprotection sequence allowing N -Boc transformation into N -CXNHR (X = S, O) or N -Ac functional groups. This approach was applied to a straightforward elaboration of chiral monoamine oxidase inhibitor derivatives. Asymmetric construction of bio-relevant pyrazolines through a phase transfer organocatalytic addition of N -Boc hydrazine to chalcones and a transprotection sequence.
Bibliography:Electronic supplementary information (ESI) available: copies of NMR spectra and HPLC chromatograms for all newly formed products. See DOI
10.1039/c2ob25227a
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob25227a