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Title: Stereoselective total synthesis of the putative structure of nitraraine. Author: Arioli F, Pérez M, Subrizi F, Llor N, Bosch J, Amat M. Journal: J Org Chem; 2014 Aug 15; 79(16):7740-5. PubMed ID: 25019615. 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.[Abstract] [Full Text] [Related] [New Search]