New Journal of Chemistry

The enantioselective hydrogenation of 5, 6-dihydro-2H-pyran-3-carboxylic acid over a cinchona alkaloid-modified palladium catalyst: asymmetric synthesis of a …

K Szőri, G Szőllősi, M Bartók

Index: Szori, Kornel; Szollosi, Gyoergy; Bartok, Mihaly New Journal of Chemistry, 2008 , vol. 32, # 8 p. 1354 - 1358

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Citation Number: 10

Abstract

A novel application of a cinchona-modified supported Pd catalyst is presented. The key step in the asymmetric synthesis of the cockroach attractant methyl (+)-tetrahydro-2H-pyran-3- carboxylate was the enantioselective hydrogenation of 5, 6-dihydro-2H-pyran-3-carboxylic acid over 5% Pd/Al2O3 modified by cinchonidine, which afforded the saturated product in up to 89% optical purity.