2026-04-13T05:57:38Zhttps://recercat.cat/oai/requestoai:recercat.cat:2445/504672025-12-04T19:32:23Zcom_2072_1057col_2072_478908col_2072_478917col_2072_478933
Pauson-Khand Adducts of N-Boc-propargylamine: A New Approach to 4,5-Disubstituted Cyclopentenones
Aiguabella Font, Núria
Pesquer, Albert
Verdaguer i Espaulella, Xavier
Riera i Escalé, Antoni
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
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.
2014-02-20T13:16:35Z
2014-05-28T22:02:23Z
2013-05-28
2014-02-20T12:18:26Z
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
Versió postprint del document publicat a: http://dx.doi.org/10.1021/ol400999a
Organic Letters, 2013, vol. 15, num. 11, p. 2696-2699
http://dx.doi.org/10.1021/ol400999a
(c) American Chemical Society , 2013
info:eu-repo/semantics/openAccess
American Chemical Society
Articles publicats en revistes (Química Inorgànica i Orgànica)