Zirconium-BINOLate-catalyzed, enantioselective aldol-Tishchenko reactions of aromatic ketone aldols

Christoph Schneider, Markus Hansch, Sreekumar Pankajakshan

Research output: Contribution to journal › Article

Abstract

3,3′-Substituted BINOL's have been identified as suitable chiral ligands for the zirconium-catalyzed aldol-Tishchenko reaction of aromatic ketone aldols with aliphatic aldehydes. 1,3-anti-Diol monoesters were obtained in excellent yields, complete anti-diastereocontrol, and enantioselectivities of up to 60% ee.

Original languageEnglish (US)
Pages (from-to)2738-2742
Number of pages5
JournalTetrahedron Asymmetry
Volume17
Issue number19
DOIs
StatePublished - Oct 27 2006

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Enantioselectivity
Ketones
Aldehydes
aldehydes
Zirconium
ketones
Ligands
ligands
3-hydroxybutanal
naphthol BINOL

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Zirconium-BINOLate-catalyzed, enantioselective aldol-Tishchenko reactions of aromatic ketone aldols. / Schneider, Christoph; Hansch, Markus; Pankajakshan, Sreekumar.

In: Tetrahedron Asymmetry, Vol. 17, No. 19, 27.10.2006, p. 2738-2742.

Research output: Contribution to journal › Article

Schneider, C, Hansch, M & Pankajakshan, S 2006, 'Zirconium-BINOLate-catalyzed, enantioselective aldol-Tishchenko reactions of aromatic ketone aldols', Tetrahedron Asymmetry, vol. 17, no. 19, pp. 2738-2742. https://doi.org/10.1016/j.tetasy.2006.10.019
Schneider C, Hansch M, Pankajakshan S. Zirconium-BINOLate-catalyzed, enantioselective aldol-Tishchenko reactions of aromatic ketone aldols. Tetrahedron Asymmetry. 2006 Oct 27;17(19):2738-2742. https://doi.org/10.1016/j.tetasy.2006.10.019
Schneider, Christoph ; Hansch, Markus ; Pankajakshan, Sreekumar. / Zirconium-BINOLate-catalyzed, enantioselective aldol-Tishchenko reactions of aromatic ketone aldols. In: Tetrahedron Asymmetry. 2006 ; Vol. 17, No. 19. pp. 2738-2742.
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