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Organocatalytic SOMO reactions of copper(I)-acetylide and alkylindium compounds with aldehydes

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Abstract

The derivatisation of aldehydes in their α-position is an important facet of organic synthesis. Organocatalytic radical reactions afford α-functionalised aldehydes via a SOMO activation pathway. New organo-SOMO reactions of aldehydes with copper(I)-acetylide and alkylindium reagents are detailed. These reactions proceed well under the catalysis of chiral imidazolidinones. The corresponding functionalised aldehydes were obtained with acceptable yields, but with only low enantiomeric ratios.

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  1. Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, 842 15, Bratislava, Slovakia

    Pavol Tisovský, Mária Mečiarová & Radovan Šebesta

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  1. Pavol Tisovský
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  2. Mária Mečiarová
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  3. Radovan Šebesta
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Correspondence to Radovan Šebesta.

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Tisovský, P., Mečiarová, M. & Šebesta, R. Organocatalytic SOMO reactions of copper(I)-acetylide and alkylindium compounds with aldehydes. Chem. Pap. 68, 1113–1120 (2014). https://doi.org/10.2478/s11696-014-0564-4

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  • DOI: https://doi.org/10.2478/s11696-014-0564-4

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