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Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2.


ABSTRACT: The main purpose of this publication was to obtain the S-enantiomer of indan-1-ol with high enantiomeric excess and satisfactory yield. In our research, we used carrot callus cultures (Daucuscarota L.), whereby the enzymatic system reduced indan-1-one and oxidized indan-1-ol. During the reaction of reduction, after five days, we received over 50% conversion, with the enantiomeric excess of the formed S-alcohol above 99%. In turn, during the oxidation of racemic indan-1-ol after 15 days, 36.7% of alcohol with an enantiomeric excess 57.4% S(+) remained in the reaction mixture. In addition, our research confirmed that the reactions of reduction and oxidation are competing reactions during the transformation of indan-1-ol and indan-1-one in carrot callus cultures.

SUBMITTER: Maczka W 

PROVIDER: S-EPMC6930634 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2.

Mączka Wanda W   Wińska Katarzyna K   Grabarczyk Małgorzata M   Galek Renata R  

Molecules (Basel, Switzerland) 20191127 23


The main purpose of this publication was to obtain the <i>S</i>-enantiomer of indan-1-ol with high enantiomeric excess and satisfactory yield. In our research, we used carrot callus cultures (<i>Daucus</i> <i>carota</i> L.), whereby the enzymatic system reduced indan-1-one and oxidized indan-1-ol. During the reaction of reduction, after five days, we received over 50% conversion, with the enantiomeric excess of the formed <i>S</i>-alcohol above 99%. In turn, during the oxidation of racemic indan  ...[more]

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