POWORMAD

A Powerful Enantioselective Organocatalytic Approach to the Total Synthesis of Madangamine Alkaloids

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: Ms. 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-IEF
Funding Scheme	MC-IEF
Anno di inizio	2012
Periodo (anno-mese-giorno)	2012-03-01   -   2014-02-28

 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: Ms. 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)

'The projet concerns the development of a powerful first total synthesis of the Madagamine alkaloids. The route starts with an organocatalytic enantioselective and diastereoselective Michael addition of cyanoacetate pronucleophiles to a nitrocyclohexene derivative, as a key step to the formation of the ABC core. When the product of this reaction is subjected to a nitro-Mannich, Mannich reaction cascade this should allow us to construct the core of the madangamine alkaloids rapidly, selectively and on scale. The overall synthetic strategy has two parts. The first concerns a fast and enantioselective assembly of diazatricyclic core common to all madangamines (ABC rings). The second concerns easy and efficient ways to build the two macrocyclic rings (D and E rings), which play a fundamental role in their biological activity. The project combines, catalysis, total synthesis, structure elucidation and evaluation of biological properties.'

Introduzione (Teaser)

Cytotoxins, compounds toxic to cells, abound in nature as one organism's way to protect itself against another. Scientists investigated the synthesis of a newly discovered family of these that could help protect people against cancer.