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Contrast performance in catalytic ability—new cinchona phase transfer catalysts for asymmetric synthesis of α-amino acids
Authors:Shanmugam Elango  Murugapillai Venugopal  P.S. Suresh  Eni
Affiliation:Institute of Chemical and Engineering Sciences, 1 Pesek road, Jurong Island 627833, Singapore
Abstract:
Two new cinchona phase transfer catalysts are prepared from dihydrocinchonidine using 13-picenylmethyl bromide and 1-pyrenylmethyl bromide, respectively. A total contrast in catalytic efficiency is observed during the asymmetric alkylation of glycinate esters; with one catalyst, the reaction is either incomplete or the enantioselectivity is very poor (15% ee) while the other catalyst afforded high selectivity up to 94% ee.
Keywords:Chiral phase transfer catalyst   Cinchona alkaloids
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