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http://hdl.handle.net/2445/50467| Title: | Pauson-Khand Adducts of N-Boc-propargylamine: A New Approach to 4,5-Disubstituted Cyclopentenones |
| Author: | Aiguabella Font, Núria Pesquer, Albert Verdaguer i Espaulella, Xavier Riera i Escalé, Antoni |
| Keywords: | Ciclització (Química) Química biorgànica Compostos orgànics Síntesi orgànica Hormones Efecte de l'estrès sobre les plantes Estrès (Psicologia) Prostaglandines Biomolècules Ring formation (Chemistry) Bioorganic chemistry Organic compounds Organic synthesis Hormones Effect of stress on plants Stress (Psychology) Prostaglandins Biomolecules |
| Issue Date: | 28-May-2013 |
| Publisher: | American Chemical Society |
| Abstract: | A new approach to the synthesis of 4,5-disubstituted cyclopentenones is described. The strategy is based on the Pauson-Khand (PK) reaction of norbornadiene and N-Boc-propargylamine as alkyne with a masked leaving group, which can be eliminated at will. This approach to the synthesis of 4,5-disubstituted cyclopentenones overcomes the problem of using the alkylation to introduce the alpha-side-chain. As an example, prostane 13-epi-12-oxo-phytodienoic acid (13-epi-12-oxo-PDA) methyl ester was synthesized. |
| Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1021/ol400999a |
| It is part of: | Organic Letters, 2013, vol. 15, num. 11, p. 2696-2699 |
| URI: | http://hdl.handle.net/2445/50467 |
| Related resource: | http://dx.doi.org/10.1021/ol400999a |
| ISSN: | 1523-7060 |
| Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) Articles publicats en revistes (Institut de Recerca Biomèdica (IRB Barcelona)) |
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