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


Autoria(s): Aiguabella Font, Núria; Pesquer, Albert; Verdaguer i Espaulella, Xavier; Riera i Escalé, Antoni
Data(s)

13/05/2014

Resumo

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.

Identificador

http://hdl.handle.net/2072/228938

Idioma(s)

eng

Publicador

American Chemical Society

Direitos

(c) American Chemical Society , 2013

info:eu-repo/semantics/embargoedAccess

Palavras-Chave #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
Tipo

info:eu-repo/semantics/article

info:eu-repo/semantics/acceptedVersion