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Stereoselective total synthesis of the putative structure of nitraraine
Arioli, Federica; Pérez Bosch, Maria; Subrizi, F.; Llor Brunés, Núria; Bosch Cartes, Joan; Amat Tusón, Mercedes
Universitat de Barcelona
After the structure originally proposed for nitraraine was shown to be incorrect by total synthesis, the alternative structure 5 was recently suggested for the alkaloid on biosynthetic grounds and by comparison with the (1)H NMR data of tangutorine. The unambiguous synthesis of 5 is reported from tryptophanol and ketodiester 6, via oxazoloquinolone lactam 7. However, the melting point and (1)H NMR data of 5 did not match those reported for the natural product.
Alcaloides
Síntesi orgànica
Lactames
Compostos heterocíclics
Triptòfan
Alkaloids
Organic synthesis
Lactams
Heterocyclic compounds
Tryptophan
(c) American Chemical Society , 2014
Artículo
info:eu-repo/semantics/acceptedVersion
American Chemical Society
         

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