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Open AccessArticle

Plant-Mediated Enantioselective Transformation of Indan-1-One and Indan-1-ol

1
Department of Chemistry, Wroclaw University of Environmental and Life Science, Norwida 25, 50-375 Wroclaw, Poland
2
Department of Genetics, Plant Breeding and Seed Production, Wroclaw University of Environmental and Life Science Pl. Grunwaldzki 24A, 53-363 Wroclaw, Poland
*
Authors to whom correspondence should be addressed.
Catalysts 2019, 9(10), 844; https://doi.org/10.3390/catal9100844
Received: 24 September 2019 / Revised: 5 October 2019 / Accepted: 8 October 2019 / Published: 12 October 2019
(This article belongs to the Special Issue Green Synthesis and Catalysis)
The main purpose of this work was to discover the way to obtain pure enantiomers of indan-1-ol. The subject of the study was the ability of the plant enzyme system to reduce the carbonyl group of indan-1-one, as well as to oxidize the hydroxyl group of racemic indan-1-ol. Locally available fruit and vegetables were selected for stereoselective biotransformation. During the reduction, mainly alcohol of the S-(+)-configuration with a high enantiomeric excess (ee = 99%) was obtained. The opposite enantiomer was obtained in bioreduction with the apple and parsley. Racemic indan-1-ol was oxidized by all catalysts. The best result was obtained for the Jerusalem artichoke: Over 50% conversion was observed after 1 h, and the enantiomeric excess of unreacted R-(–)-indan1-ol was 100%. View Full-Text
Keywords: indan-1-one; indan-1-ol; biotransformation; reduction; oxidation indan-1-one; indan-1-ol; biotransformation; reduction; oxidation
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MDPI and ACS Style

Mączka, W.; Wińska, K.; Grabarczyk, M.; Galek, R. Plant-Mediated Enantioselective Transformation of Indan-1-One and Indan-1-ol. Catalysts 2019, 9, 844.

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