The Pauson-Khand reaction, a powerful synthetic tool for the synthesis of complex molecules.
نویسندگان
چکیده
There are still some synthetic chemists who hesitate to use metal-mediated or -catalysed reactions. The Pauson-Khand reaction (PKR) is a powerful transformation that has now been sufficiently well developed to be routinely considered when planning a synthesis, especially of polycyclic complex molecules. This tutorial review aims to encourage the use of this process explaining the best ways of performing a PKR both in the stoichiometric and the catalytic version, showing the scope of the process and its limitations. Additionally, asymmetry can be introduced in the reaction using several strategies, which will be discussed. The most recent examples of the synthetic applications of the PKR in natural product synthesis will give the reader an idea of the great usefulness of this reaction.
منابع مشابه
Synthesis of biologically active molecules and development of new synthetic methodologies
Catalytic and asymmetric reactions. Basic synthetic methodologies New developments in the Pauson-Khand reaction The Pauson-Khand reaction (PKR) is one of the most powerful reactions for the preparation of cyclopentanic compounds. The PKR is a cobalt-promoted or -catalysed cycloaddition between an alkene and an alkyne with the insertion of a carbon monoxide molecule to give a cyclopentenone. We ...
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Five membered carbocycles are important building blocks for many biologically active molecules. Moreover, substituted cyclopentenones (e.g. cyclopentenone prostaglandins) exhibit characteristic biological activity. The efficiency and atom economy of the Pauson-Khand reaction render this process potentially one of the most attractive methods for the synthesis of such compounds. Although it was d...
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The scope of the Pauson-Khand reaction (PKR) of internal trifluoromethyl alkynes, previously described with norbornadiene, is expanded to norbornene and ethylene. A thorough structural analysis of the resulting PK adducts has been carried out to unveil that α-trifluoromethylcyclopentenones are preferred in all cases, independently of the electronic properties of the alkyne. The regioselectivity...
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ورودعنوان ژورنال:
- Chemical Society reviews
دوره 33 1 شماره
صفحات -
تاریخ انتشار 2004