Please use this identifier to cite or link to this item: 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
Related resource: http://dx.doi.org/10.1021/ol400999a
URI: http://hdl.handle.net/2445/50467
ISSN: 1523-7060
Appears in Collections:Articles publicats en revistes (Institut de Recerca Biomèdica (IRB Barcelona))
Articles publicats en revistes (Química Inorgànica i Orgànica)

Files in This Item:
File Description SizeFormat 
632485.pdf437.76 kBAdobe PDFView/Open


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.