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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
Authors: Das, Biswanath
Banerjee, Joydeep
Majhi, Anjoy
Chowdhury, Nikhil
Venkateswarlu, Katta
Holla, Harish
Keywords: Baylis-Hillman adduct;cinnamyl alcohol;Amberlyst-15;isomerization;stereo­selective synthesis;heterogeneous reusable catalyst
Issue Date: Jul-2006
Publisher: CSIR
IPC Code: Int.Cl.8C07C
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.
Page(s): 1729-1733
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(07) [July 2006]

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