Asymmetric C-C Bond Forming Reactions by Chiral Crown Catalysts; Darzens Condensation and Nitroalkane Addition to the Double Bond

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Abstract

A new, efficient crown ether 1 anellated to a sugar derivative has been prepared which shows significant asymmetric induction as phase transfer catalyst in the Michael addition of 2-nitropropane to chalcone (60% ee for the S antipode) and in the Darzens condensation of phenacyl chloride and benzaldehyde (64% ee), simultaneously changing the PT process from solid-liquid to liquid-liquid phase.

Original languageEnglish
Pages (from-to)291-292
Number of pages2
JournalSynlett
Volume1997
Issue number3
Publication statusPublished - 1997

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Condensation
Catalysts
Liquids
Crown Ethers
Chalcone
Sugars
Chlorides
Derivatives
2-nitropropane
benzaldehyde

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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abstract = "A new, efficient crown ether 1 anellated to a sugar derivative has been prepared which shows significant asymmetric induction as phase transfer catalyst in the Michael addition of 2-nitropropane to chalcone (60{\%} ee for the S antipode) and in the Darzens condensation of phenacyl chloride and benzaldehyde (64{\%} ee), simultaneously changing the PT process from solid-liquid to liquid-liquid phase.",
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AU - Tőke, L.

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AB - A new, efficient crown ether 1 anellated to a sugar derivative has been prepared which shows significant asymmetric induction as phase transfer catalyst in the Michael addition of 2-nitropropane to chalcone (60% ee for the S antipode) and in the Darzens condensation of phenacyl chloride and benzaldehyde (64% ee), simultaneously changing the PT process from solid-liquid to liquid-liquid phase.

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