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New pinene-derived pyridines as bidentate chiral ligands
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SYSNO ASEP 0314923 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title New pinene-derived pyridines as bidentate chiral ligands Title Nové bidentátní chirální ligandy odvozené od pinenu Author(s) Malkov, A. V. (GB)
Stewart-Liddon, A. (GB)
Teplý, Filip (UOCHB-X) RID, ORCID
Kobr, L. (GB)
Muir, K. W. (GB)
Haigh, D. (GB)
Kočovský, P. (GB)Source Title Tetrahedron. - : Elsevier - ISSN 0040-4020
Roč. 64, č. 18 (2008), s. 4011-4025Number of pages 15 s. Language eng - English Country GB - United Kingdom Keywords chiral ligands ; transition metal catalysis ; asymmetric catalysis ; pyridine ligands ; oxazoline ligands Subject RIV CC - Organic Chemistry CEZ AV0Z40550506 - UOCHB-X (2005-2011) UT WOS 000255150500014 DOI 10.1016/j.tet.2008.02.045 Annotation A synthesis of a series of new bidentate pyridines has been developed, starting from a single synthetic precursor, readily available from beta-pinene. A copper complex of the pyridine-oxazoline ligands has been found to catalyze asymmetric allylic oxidation of cyclic olefins with good conversion rates and acceptable enantioselectivity. The imidazolium salt has been identified as a precursor of the corresponding N,N'-unsymmetrical N-heterocyclic carbene ligand, whose complex with palladium catalyzed the intramolecular amide enolate alpha-arylation leading to oxindole in excellent yield but with low enantioselectivity. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2009
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