Resolution and Utilization of Ethyl 5-Hydroxycyclopent-1-enecarboxylate: Enantioselective Synthesis of (+)-Mitsugashiwalactone and (-)-Dolichodial

Abstract
Optically pure ethyl 5-hydroxycyclopent-1-enecarboxylate has been obtained with its acetate in both enantiomeric forms in excellent optical yields from racemic ethyl 5-hydroxycyclopent-1-enecarboxylate by lipase-mediated kinetic resolution. The optically pure (R)-enantiomer thus obtained has been transformed into two naturally occurring iridoid monoterpenes, (+)-mitsugashiwalactone and (-)-dolichodial.

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