L -t-Leucine-catalyzed direct asymmetric aldol reaction of cyclic ketones

Takuya Kanemitsu, Atsushi Umehara, Michiko Miyazaki, Kazuhiro Nagata, Takashi Itoh

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

L-t-Leucine-catalyzed direct asymmetric aldol reactions are described. In the aldol reaction of p-nitrobenzaldehyde with a cyclic ketone at room temperature, L-t-leucine exhibits catalytic activity resulting in moderate to high diastereo- and enantioselectivity. Use of cycloheptanone or cyclooctanone as a substrate resulted in production of the syn selective product.

Original languageEnglish
Pages (from-to)993-997
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number5
DOIs
Publication statusPublished - 2011 Feb 1
Externally publishedYes

Keywords

  • Aldol reactions
  • Amino acids
  • Asymmetric synthesis
  • Ketones
  • Organocatalysis

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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