159358-48-2Relevant academic research and scientific papers
The enantioselective hydrogenation of 5,6-dihydro-2H-pyran-3-carboxylic acid over a cinchona alkaloid-modified palladium catalyst: Asymmetric synthesis of a cockroach attractant
Szori, Kornel,Szollosi, Gyoergy,Bartok, Mihaly
scheme or table, p. 1354 - 1358 (2009/02/04)
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
Synthesis and Resolution of Tetrahydropyran Carboxylic Acids and the Bioevaluation of Their Esters as Cockroach Attractants
Pandey, Karuna Shanker,Pandey, Shriprakash Mamta,Rao, Karumuru Mallikarjuna,Vaidyanathaswamy, Ramamoorthy
, p. 1879 - 1881 (2007/10/02)
Tetrahydropyran-2- and -3-carboxylic acids were resolved by using quinine.The enantiomeric purity of the corresponding methyl esters (1 and 2) was determined by proton NMR, using a lanthanide chiral shift reagent in the ratio 1:3 (substrate/shift reagent).The relative attractant activity of the racemic, and (+) and (-) isomers of these esters was evaluated against Blattella germanica (L.) and Supella longipalpa (F.).The results show that the activity order for 1 was (-) > (+) > racemic, and for 2 was (+) > (-) > racemic.
