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

作者:Solladie Cavallo Arlette; Choucair Elias; Balaz Milan; Lupattelli Paolo*; Bonini Carlo; Di Blasio Nadia
来源:European Journal of Organic Chemistry, 2006, (13): 3007-3011.
DOI:10.1002/ejoc.200600034

摘要

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.

  • 出版日期2006-6-26