ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
Organocatalytic SOMO reactions of copper(I)-acetylide and alkylindium compounds with aldehydes
Pavol Tisovský, Mária Mečiarová, and Radovan Šebesta
Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, 842 15, Bratislava, Slovakia
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.
Keywords: organocatalysis – SOMO activation – acetylide – alkylindium
Full paper is available at www.springerlink.com.
Chemical Papers 68 (8) 1113–1120 (2014)
Saturday, October 16, 2021