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http://hdl.handle.net/2445/99223| 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 |
| Keywords: | Alcaloides Síntesi orgànica Lactames Compostos heterocíclics Triptòfan Alkaloids Organic synthesis Lactams Heterocyclic compounds Tryptophan |
| Issue Date: | 15-Aug-2014 |
| Publisher: | American Chemical Society |
| 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. |
| Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1021/jo5013543 |
| It is part of: | Journal of Organic Chemistry, 2014, vol. 79, num. 16, p. 7740-7745 |
| URI: | http://hdl.handle.net/2445/99223 |
| Related resource: | http://dx.doi.org/10.1021/jo5013543 |
| ISSN: | 0022-3263 |
| Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) Articles publicats en revistes (Institut de Biomedicina (IBUB)) |
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| File | Description | Size | Format | |
|---|---|---|---|---|
| 643223.pdf | 191.15 kB | Adobe PDF | View/Open |
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