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The Stereochemistry of Complex Polyketide Biosynthesis by Modular Polyketide Synthases
Molecules 2011, 16(7), 6116-6128; doi:10.3390/molecules16076116
Article

Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones

1
,
1
,
2,*  and 1,*
1 Laboratory of Organic Chemistry, Department of Chemical Engineering, National Technical University of Athens, Zografos Campus, Athens 15773, Greece 2 Laboratory of Inorganic Chemistry, Department of Chemistry, University of Athens, Panepistimio-polis, Athens 15771, Greece
* Authors to whom correspondence should be addressed.
Received: 1 April 2011 / Revised: 5 July 2011 / Accepted: 11 July 2011 / Published: 20 July 2011
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Abstract

Catalytic hydrogenation of 3,5-bis-arylidenetetramic acids, known for their biological activity, has been developed. The chemoselective ruthenium-catalyzed reduction of the exocyclic carbon-carbon double bonds on pyrrolidine-2,4-dione ring system, containing other reducible functions, has been investigated. Depending on the substrate the yield of the hydrogenation process can reach up to 95%. The structural elucidation has been established using NMR and HRMS spectral data.
Keywords: hydrogenation; homogeneous catalysis; ruthenium catalysts; BINAP; arylidenetetramic acid hydrogenation; homogeneous catalysis; ruthenium catalysts; BINAP; arylidenetetramic acid
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Karaiskos, C.S.; Matiadis, D.; Markopoulos, J.; Igglessi-Markopoulou, O. Ruthenium-Catalyzed Selective Hydrogenation of bis-Arylidene Tetramic Acids. Application to the Synthesis of Novel Structurally Diverse Pyrrolidine-2,4-diones. Molecules 2011, 16, 6116-6128.

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