Cyclopentenone-pyran, dihydropyran and dihydrofuran rings found  in the molecules used in anti-cancer treatment drugs.1 From this point of view, racemic tertiary alcohols were subjected to enzymatic kinetic resolution using various hydrolase type enzymes (i.e;CAL-A, CAL-A-CLEA) changing between 50% to 90% ee values. Then, spiro cyclopentenone-pyran compounds were obtained by Pauson-Khand Reaction changing in 85-90% and spiro-dihydropyran and dihydrofuran compounds synthesized by Ring-Closing Methathesis in 87-90 % overall yield. 1) Jackson, K. L., Henderson, J. A., Motoyash, H., Philips, A., J.,  Angew. Chem. Int. Ed., 2009  ,  48, 13, 2346-2350.

Chemoenzymatic synthesis of various spiro cyclopentenone-pyran and spiro dihydropyran compounds

244th National Meeting (2012)

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