Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile

Yujiro Hayashi, Hiromi Sekizawa, Junichiro Yamaguchi, Hiroaki Gotoh

Research output: Contribution to journalArticle

43 Citations (Scopus)

Abstract

(Chemical Equation Presented) The trifluoroacetic acid salt of 2-(pyrrolidinylmethyl)pyrrolidine was found to be an effective organocatalyst of an asymmetric intramolecular aldol reaction, affording bicyclo[4.3.0]nonane derivatives with a high enantioselectivity, in which the rare combination of aldehyde as a nucleophile and ketone as an electrophile was realized.

Original languageEnglish
Pages (from-to)6493-6499
Number of pages7
JournalJournal of Organic Chemistry
Volume72
Issue number17
DOIs
Publication statusPublished - 2007 Aug 17
Externally publishedYes

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Trifluoroacetic Acid
Nucleophiles
Enantioselectivity
Ketones
Aldehydes
Salts
Derivatives
pyrrolidine
3-hydroxybutanal
nonane

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile. / Hayashi, Yujiro; Sekizawa, Hiromi; Yamaguchi, Junichiro; Gotoh, Hiroaki.

In: Journal of Organic Chemistry, Vol. 72, No. 17, 17.08.2007, p. 6493-6499.

Research output: Contribution to journalArticle

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