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Issue 1, 2015
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One-pot synthesis of (R)-2-acetoxy-1-indanone from 1,2-indanedione combining metal catalyzed hydrogenation and chemoenzymatic dynamic kinetic resolution

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Abstract

Combination of the regioselective hydrogenation of the prochiral diketone 1,2-indanedione with chemoenzymatic dynamic kinetic resolution of the resulting rac-2-hydroxy-1-indanone was investigated. A new simple to operate, one-pot reaction sequence provides the valuable building block (R)-2-acetoxy-1-indanone in moderate enantiopurity (86–92% ee) and a competitive isolated yield (39%) compared with a traditional isolated batch reaction approach.

Graphical abstract: One-pot synthesis of (R)-2-acetoxy-1-indanone from 1,2-indanedione combining metal catalyzed hydrogenation and chemoenzymatic dynamic kinetic resolution

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The article was received on 25 Aug 2014, accepted on 15 Sep 2014 and first published on 16 Sep 2014


Article type: Paper
DOI: 10.1039/C4CY01099J
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Citation: Catal. Sci. Technol., 2015,5, 150-160

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    One-pot synthesis of (R)-2-acetoxy-1-indanone from 1,2-indanedione combining metal catalyzed hydrogenation and chemoenzymatic dynamic kinetic resolution

    O. Långvik, T. Sandberg, J. Wärnå, D. Yu. Murzin and R. Leino, Catal. Sci. Technol., 2015, 5, 150
    DOI: 10.1039/C4CY01099J

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