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|Title:||Isomerization of the Baylis-Hillman adducts using amberlyst-15 as a heterogeneous reusable catalyst: a simple and efficient stereoselective synthesis of (E)-cinnamyl alcohol derivatives|
|Keywords:||Baylis-Hillman adduct;cinnamyl alcohol;Amberlyst-15;isomerization;stereoselective synthesis;heterogeneous reusable catalyst|
|Abstract:||The Baylis-Hillman adducts, 3-aryl-3-hydroxy-2-methylene-alkanoates and 3-aryl-3-hydroxy-2-methylene-alkanenitriles have been efficiently isomerized to the corresponding (E)-cinnamyl alcohols by treatment of the adducts with Ac2O in the presence of Amberlyst-15 followed by hydrolysis of the intermediate acetates with K2CO3/MeOH. The first step occurs under solvent-free conditions and the catalyst has been found to be reusable.|
|Appears in Collections:||IJC-B Vol.45B(07) [July 2006]|
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