SYNTHESIS OF NORBORNENE FURYL ESTERS AND THEIR ENZYMATIC KINETIC RESOLUTION BY PIG LIVER ESTRASE (PLE)
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Abstract:
The reaction of furylacrylic acid with cyclopentadiene in toluene gave the expected Diels-Alder endo-and exo-adductsin -1 : 1 ratio. The adducts were separated by iodolactonization method to provide 3-endo-(2'-furyl) bicyclo 12.2.11 hept-5-ene- 2-exo-carboxylic acid and 3-exo-(2'-fury1)bicyclo 12.2.11 hept-5-ene-2-endocarboxylic acid. Esterification of these acids by MeI / HMPA gave the expected methyl esters. Kinetic resolution of racemic endo- and exo-ester adducts by PLE(phosphate buffer, pH, 8) provided the related optically active isomers
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Journal title
volume 10 issue 3
pages -
publication date 1999-09-01
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