Dynamic Kinetic Resolution of 2, 3??Dihydrobenzo [b] furans: Chemoenzymatic Synthesis of Analgesic Agent BRL 37959

P Bongen, J Pietruszka…

Index: Bongen, Patrick; Pietruszka, Joerg; Simon, Robert Christian Chemistry - A European Journal, 2012 , vol. 18, # 35 p. 11063 - 11070

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Citation Number: 6

Abstract

Abstract An efficient asymmetric synthesis of (S)-2, 3-dihydrobenzo [b] furan-3-carboxylic acid (8 a) and (S)-5-chloro-2, 3-dihydrobenzo [b] furan-3-carboxylic acid (8 b) was established. Key to the success was the highly stereoselective enzymatic kinetic resolution of the corresponding methyl or ethyl esters that was further developed into a dynamic process. As a reliable and fast tool for analysing the enantiomeric excess, HPLC coupled ...