Title:
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Pauson-Khand Adducts of N-Boc-propargylamine: A New Approach to 4,5-Disubstituted Cyclopentenones
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Author:
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Aiguabella Font, Núria; Pesquer, Albert; Verdaguer i Espaulella, Xavier; Riera i Escalé, Antoni
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Other authors:
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Universitat de Barcelona |
Abstract:
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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. |
Subject(s):
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-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 |
Rights:
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(c) American Chemical Society , 2013
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Document type:
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Article Article - Accepted version |
Published by:
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American Chemical Society
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