Pauson-Khand Adducts of N-Boc-propargylamine: A New Approach to 4,5-Disubstituted Cyclopentenones

dc.contributor.author
Aiguabella Font, Núria
dc.contributor.author
Pesquer, Albert
dc.contributor.author
Verdaguer i Espaulella, Xavier
dc.contributor.author
Riera i Escalé, Antoni
dc.date.issued
2014-02-20T13:16:35Z
dc.date.issued
2014-05-28T22:02:23Z
dc.date.issued
2013-05-28
dc.date.issued
2014-02-20T12:18:26Z
dc.identifier
1523-7060
dc.identifier
https://hdl.handle.net/2445/50467
dc.identifier
632485
dc.description.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.
dc.format
4 p.
dc.format
application/pdf
dc.language
eng
dc.publisher
American Chemical Society
dc.relation
Versió postprint del document publicat a: http://dx.doi.org/10.1021/ol400999a
dc.relation
Organic Letters, 2013, vol. 15, num. 11, p. 2696-2699
dc.relation
http://dx.doi.org/10.1021/ol400999a
dc.rights
(c) American Chemical Society , 2013
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Química Inorgànica i Orgànica)
dc.subject
Ciclització (Química)
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Química biorgànica
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Compostos orgànics
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Síntesi orgànica
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Hormones
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Efecte de l'estrès sobre les plantes
dc.subject
Estrès (Psicologia)
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Prostaglandines
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Biomolècules
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Ring formation (Chemistry)
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Bioorganic chemistry
dc.subject
Organic compounds
dc.subject
Organic synthesis
dc.subject
Hormones
dc.subject
Effect of stress on plants
dc.subject
Stress (Psychology)
dc.subject
Prostaglandins
dc.subject
Biomolecules
dc.title
Pauson-Khand Adducts of N-Boc-propargylamine: A New Approach to 4,5-Disubstituted Cyclopentenones
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/acceptedVersion


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