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The Development of a Novel Tin-Free Radical Methodology and its Application to the Asymmetric Total Synthesis of (+)-Ineleganolide

Objetivo

Preliminary work in the Zard's group has shown that cyclopropylacyl radicals can be generated from the corresponding xanthates. These unique species do not easily undergo decarbonylation or ring opening processes. These features can be exploited because the products, cyclopropyl ketones, have been found to be exceptional substrates in organic synthesis. Additionally, control of the decarbonylation and/or ring-opening processes can be combined with the powerful nature of the xanthate transfer technology in a synergistic way to provide complex skeletal diversity. The first part of the project will not only exploit the observed reactivity pattern for cyclopropylacyl radicals but will expand significantly their chemical reactivity and scope. The second part of the project will apply these findings to the asymmetric total synthesis of the natural product (+)-Ineleganolide.

Convocatoria de propuestas

FP7-PEOPLE-2009-IIF
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Coordinador

ECOLE POLYTECHNIQUE
Aportación de la UE
€ 166 645,60
Dirección
ROUTE DE SACLAY
91128 Palaiseau Cedex
Francia

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Región
Ile-de-France Ile-de-France Essonne
Tipo de actividad
Higher or Secondary Education Establishments
Contacto administrativo
Aurélie Eray (Ms.)
Enlaces
Coste total
Sin datos