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

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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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All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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