A mild stereo- and enantiospecific conversion of 2,3-diaryl-substituted oxiranes into 2,2-dimethyl-1,3-dioxolanes by an acetone/amberlyst 15 system

Ariette Solladié-Cavallo, Elias Choucair, Milan Balaz, Paolo Lupattelli, Carlo Bonini, Nadia Di Blasio

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Amberlyst 15 is an efficient catalyst for the reaction of aryl-substituted oxiranes with acetone to prepare 2,2-dimethyl-1,3-dioxolanes in high yields. trans-2,3-Diaryloxiranes afford trans-acetonides enantiospecifically at room temperature, and the use of enantiopure 2,3-diaryloxiranes results in no loss of stereochemical integrity in the resulting trans-acetonides.

Original languageEnglish
Pages (from-to)3007-3011
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number13
DOIs
Publication statusPublished - 2006 Jun 26

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Epoxy Compounds
Acetone
integrity
acetone
catalysts
Catalysts
room temperature
Temperature
amberlyst-15
formal glycol

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Solladié-Cavallo, Ariette ; Choucair, Elias ; Balaz, Milan ; Lupattelli, Paolo ; Bonini, Carlo ; Di Blasio, Nadia. / A mild stereo- and enantiospecific conversion of 2,3-diaryl-substituted oxiranes into 2,2-dimethyl-1,3-dioxolanes by an acetone/amberlyst 15 system. In: European Journal of Organic Chemistry. 2006 ; No. 13. pp. 3007-3011.
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A mild stereo- and enantiospecific conversion of 2,3-diaryl-substituted oxiranes into 2,2-dimethyl-1,3-dioxolanes by an acetone/amberlyst 15 system. / Solladié-Cavallo, Ariette; Choucair, Elias; Balaz, Milan; Lupattelli, Paolo; Bonini, Carlo; Di Blasio, Nadia.

In: European Journal of Organic Chemistry, No. 13, 26.06.2006, p. 3007-3011.

Research output: Contribution to journalArticle

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AU - Choucair, Elias

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AU - Lupattelli, Paolo

AU - Bonini, Carlo

AU - Di Blasio, Nadia

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