ORCASYN

Asymmetric Organocatalytic Cascade Reactions: Applications toward the Synthesis of Complex Natural Products

Coordinatore	THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD    more  Organization address address: University Offices, Wellington Square city: OXFORD postcode: OX1 2JD contact info Titolo: Mr. Nome: Gill Cognome: Wells Email: send email Telefono: +44 1865 289800 Fax: +44 1865 289801
Nazionalità Coordinatore	United Kingdom [UK]
Totale costo	200˙371 €
EC contributo	200˙371 €
Programma	FP7-PEOPLE Specific programme "People" implementing the Seventh Framework Programme of the European Community for research, technological development and demonstration activities (2007 to 2013)
Code Call	FP7-PEOPLE-2011-IIF
Funding Scheme	MC-IIF
Anno di inizio	2012
Periodo (anno-mese-giorno)	2012-07-09   -   2014-07-08

 Partecipanti

#	participant	country	role	EC contrib. [€]
1	THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD  Organization address address: University Offices, Wellington Square city: OXFORD postcode: OX1 2JD contact info Titolo: Mr. Nome: Gill Cognome: Wells Email: send email Telefono: +44 1865 289800 Fax: +44 1865 289801	UK (OXFORD)	coordinator	200˙371.80

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 Obiettivo del progetto (Objective)

'To address the current gap in the literature in defining a suitable synthetic route toward the pharmaceutically and structurally unique cytotoxic natural products, the daphniyunnines, we wish to develop the requisite methods and strategies during this fellowship. Using novel, synthetically flexible and powerful, enantioselective organocatalytic cascade reactions will facilitate our goals in this project. Specifically, we propose to develop an novel, asymmetric organocatalyst-controlled cascade Michael-Horner-Wadsworth-Emmons reaction and a subsequent gold(I)-catalysed hydroalkylation. This would establish a novel, powerful and broadly applicable organocatalytic asymmetric strategy toward this moiety. The second objective is to address our ability to access the complex natural products via a common divergent intermediate. To accomplish this, a cascade Michael-aldol condensation reaction will yield a common advanced tetracyclic intermediate which be further elaborated toward the daphniyunnine natural products and additional analogues. This will secure sufficient quantities to fully determine the therapeutic potential of these molecules. This will enable rapid entrance toward structurally intricate intermediates and would ultimately have a profound impact in the understanding of the power of organocatalytic cascade methods in organic synthesis.'

Introduzione (Teaser)

While many natural compounds exhibit biological activity with high therapeutic potential, they are present in plant sources in minute amounts. Developing pathways to synthesise these compounds is needed to produce sufficient quantities required for compound characterisation.