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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
Efecte de l'estrès sobre les plantes
Estrès (Psicologia)
Ring formation (Chemistry)
Bioorganic chemistry
Organic compounds
Organic synthesis
Effect of stress on plants
Stress (Psychology)
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:
It is part of: Organic Letters, 2013, vol. 15, num. 11, p. 2696-2699
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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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