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Title:	Stereoselective total synthesis of the putative structure of nitraraine
Author:	Arioli, Federica; Pérez Bosch, Maria; Subrizi, Fabiana; Llor Brunés, Núria; Bosch Cartes, Joan; Amat Tusón, Mercedes
Other authors:	Universitat de Barcelona
Abstract:	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.
Subject(s):	-Alcaloides -Síntesi orgànica -Lactames -Compostos heterocíclics -Triptòfan -Alkaloids -Organic synthesis -Lactams -Heterocyclic compounds -Tryptophan
Rights:	(c) American Chemical Society , 2014
Document type:	Article Article - Accepted version
Published by:	American Chemical Society
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