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Content archived on 2024-06-18

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

Objective

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.

Call for proposal

FP7-PEOPLE-2009-IIF
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Coordinator

ECOLE POLYTECHNIQUE
EU contribution
€ 166 645,60
Address
ROUTE DE SACLAY
91128 Palaiseau Cedex
France

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Region
Ile-de-France Ile-de-France Essonne
Activity type
Higher or Secondary Education Establishments
Administrative Contact
Aurélie Eray (Ms.)
Links
Total cost
No data