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Content archived on 2024-05-28

From Flat to Chiral: A unified approach to converting achiral aromatic compounds to optically active valuable building blocks

Objective

The stereoselective preparation of enantioenriched organic compounds of high structural complexity and synthetic value, in an economically viable and expeditious manner, is one of the most important goals in contemporary Organic Synthesis. In this proposal, I present a unified and conceptually novel approach for the conversion of flat, aromatic heterocycles into highly valuable compounds for a variety of applications. This approach hinges upon a synergistic combination of the dramatic power of organic photochemical transformations combined with the exceedingly high selectivity and atom-economy of efficient catalytic processes. Indeed, the use of probably the cheapest reagent (light) combined with a catalytic transformation ensures near perfect atom-economy in this journey from flat and inexpensive substructures to chiral added-value products. Conceptually, the photochemical operation is envisaged as a energy-loading step whereas the catalytic transformation functions as an energy-release where asymmetric information is inscribed into the products.
The chemistry proposed herein will open up new vistas in enantioselective synthesis. Furthermore, groundbreaking and unprecedented methodology in the field of catalytic allylic alkylation is proposed that significantly expands (and goes beyond) the currently accepted “dogmas” for these textbook reactions. These include (but are not limited to) systematic violations of well-established rules “by design”, new contexts for application, new activation modes and innovative leaving groups. Finally, the comprehensive body of synthetic technology presented will be applied to pressing target-oriented problems in Organic Synthesis. It shall result in a landmark, highly efficient total synthesis of Tamiflu, as well as in application to an environmentally important target (Fomannosin), allowing the easy production of analogues for biological testing.

Fields of science (EuroSciVoc)

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Topic(s)

Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.

Call for proposal

Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.

ERC-2011-StG_20101014
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Funding Scheme

Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.

ERC-SG - ERC Starting Grant

Host institution

UNIVERSITAT WIEN
EU contribution
€ 1 235 000,00
Address
UNIVERSITATSRING 1
1010 WIEN
Austria

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Region
Ostösterreich Wien Wien
Activity type
Higher or Secondary Education Establishments
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Total cost

The total costs incurred by this organisation to participate in the project, including direct and indirect costs. This amount is a subset of the overall project budget.

No data

Beneficiaries (2)

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