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ISBN 9783843925358

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978-3-8439-2535-8, Reihe Organische Chemie

Stanimira Hristeva
Development of new asymmetric organocatalytic domino reactions for the synthesis of (benzo-fused) five- and benzo-fused six-membered cyclic compounds

141 Seiten, Dissertation Rheinisch-Westfälische Technische Hochschule Aachen (2015), Softcover, A5

Zusammenfassung / Abstract

The present work reports the results obtained from four projects. All of the studied processes proceed in conditions of asymmetric organocatalysis. The first project involves the development of a new Michael/Michael domino reaction for the synthesis of polysubstituted 1,2,3,4-tetrahydronaphthalenes. The second project includes the domino Mannich/cyclization sequence between alpha-ketoesters and tosylimines, affording 4,5-disubstituted 3-hydroxy-1H-pyrrol-2(5H)-ones. Next, the reaction between o-divinylketone and linear aldehydes was investigated, resulting in the construction of 1,2,3-polysubstituted indanes. In the last project, the enantioselective organocatalytic Friedel-Crafts-type Michael addition of electron-rich alkenes to nitroolefins was studied.