Chiral acid-catalyzed asymmetric nazarov reaction: Nucleophilic construction of a quaternary asymmetric center at the a-position of the keto function

Kentaro Yaji, Mitsuru Shindo

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Abstract

A chiral Lewis acid catalyzed enantioselective Nazarov reaction affording -alkoxy cyclopentenones has been developed. This is the first example for construction of an asymmetric quaternary center by using the monodentate coordinated divinyl ketones via the interrupted Nazarov reaction, which involves a nucleophilic attack of an alcohol on the -position of the keto function.

Original languageEnglish
Pages (from-to)2524-2528
Number of pages5
JournalSynlett
Issue number15
DOIs
Publication statusPublished - Nov 17 2009

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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