• Anglický jazyk

Organocatalytic Approaches to Asymmetric Oxidation

Autor: Olga Schöne

This work describes the development of enantioselective oxidation reactions of carbonyl compounds using covalent organocatalysis. In the first part, asymmetric epoxidation of a-branched a,ß-unsaturated aldehydes with aqueous hydrogen peroxide is presented.... Viac o knihe

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O knihe

This work describes the development of enantioselective oxidation reactions of carbonyl compounds using covalent organocatalysis. In the first part, asymmetric epoxidation of a-branched a,ß-unsaturated aldehydes with aqueous hydrogen peroxide is presented. An exceptionally synergistic combination of a primary cinchona alkaloid-derived amine and a chiral BINOL-derived phosphoric acid was found to promote the reaction with excellent enantiocontrol for a wide variety of a,ß-disubstituted and a-monosubstituted enals. Conformational analysis of catalytically relevant intermediates using NMR and computational techniques enabled the rationalization of the absolute stereochemistry of products. The second part of this book describes a highly efficient direct catalytic asymmetric a-benzoyloxylation of cyclic ketones. The same primary amine paired with an inorganic acid was found to be an effective catalyst for a wide range of substrates. The methodology was applied to the first asymmetric synthesis of (+)-2ß,4-dihydroxy-1,8-cineole, a predicted terpenoid metabolite in mammals.

  • Vydavateľstvo: LAP LAMBERT Academic Publishing
  • Rok vydania: 2015
  • Formát: Paperback
  • Rozmer: 220 x 150 mm
  • Jazyk: Anglický jazyk
  • ISBN: 9783659692543

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