Abstract
AbstractA new reaction setup for kinetic enzymatic resolution was established and is demonstrated for the case of the hydrolase‐catalysed conversion of methyl 2,3‐dihydro‐1H‐indene‐1‐carboxylate (1) in conjunction with a base‐catalysed racemisation. The system allows controlled racemisation, resulting in efficient dynamic kinetic resolution (DKR) of the title compound. Short reaction times and high enantioselectivities were obtained with CAL‐B and TBD (1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene). Compound (R)‐1 (ee 95 %) served as a starting material in a domino reaction that led to the biaryl indanyl ketone (R)‐8, a lead compound for novel inhibitors of peptidyl‐prolyl‐cis/trans‐isomerases, in 94 % ee. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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