Chiral Aryl Iodide-Catalyzed Enantioselective α-Oxidation of Ketones

Arantxa Rodríguez, Wesley J. Moran

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Several chiral aryl iodides were synthesized and assessed as catalysts in the enantioselective α-oxytosylation of propiophenone and the oxidative cyclization of 5-oxo-5-phenylpentanoic acid to 5-benzoyldihydrofuran-2(3H)-one. The highest enantioselectivities obtained were 18 and 51% ee, respectively. The latter is the highest selectivity recorded to date for this reaction.

LanguageEnglish
Pages1178-1182
Number of pages5
JournalSynthesis
Volume44
Issue number8
DOIs
Publication statusPublished - Apr 2012

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Propiophenones
Enantioselectivity
Cyclization
Iodides
Ketones
Oxidation
Catalysts
Acids

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Rodríguez, Arantxa ; Moran, Wesley J. / Chiral Aryl Iodide-Catalyzed Enantioselective α-Oxidation of Ketones. In: Synthesis. 2012 ; Vol. 44, No. 8. pp. 1178-1182.
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Chiral Aryl Iodide-Catalyzed Enantioselective α-Oxidation of Ketones. / Rodríguez, Arantxa; Moran, Wesley J.

In: Synthesis, Vol. 44, No. 8, 04.2012, p. 1178-1182.

Research output: Contribution to journalArticle

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