Chiral organoselenium-transition-metal catalysts in asymmetric transformations
- PMID: 21904736
- DOI: 10.1039/c1dt11022e
Chiral organoselenium-transition-metal catalysts in asymmetric transformations
Abstract
In recent years, there has been an increasing application of chiral selenium compounds as ligands in metal-catalyzed enantioselective transformations. One of the most important challenges in this field is the development of new chiral complexes (catalyst) generated from the reaction between a metal and appropriate chiral selenium-containing compounds (ligand). The vast majority of these ligands are easily synthesized in a few high-yielding synthetic steps, starting from readily available chiral amino alcohols. In this context, the advantages of using these compounds will be discussed, mainly with regard to their easy accessibility, modular nature and the formation of strong bonds with soft or, more rarely, hard metals. Important selective contributions within the field of chiral selenium complexes are examined, according to their applications. As final remarks, future developments and perspectives of the field are discussed.
This journal is © The Royal Society of Chemistry 2011
Similar articles
-
Chiral N,N'-dioxides: new ligands and organocatalysts for catalytic asymmetric reactions.Acc Chem Res. 2011 Aug 16;44(8):574-87. doi: 10.1021/ar200015s. Epub 2011 Jun 24. Acc Chem Res. 2011. PMID: 21702458
-
Transition-metal-catalyzed enantioselective heteroatom-hydrogen bond insertion reactions.Acc Chem Res. 2012 Aug 21;45(8):1365-77. doi: 10.1021/ar300051u. Epub 2012 May 31. Acc Chem Res. 2012. PMID: 22651217
-
Biaryl phosphites: new efficient adaptative ligands for Pd-catalyzed asymmetric allylic substitution reactions.Acc Chem Res. 2010 Feb 16;43(2):312-22. doi: 10.1021/ar9002152. Acc Chem Res. 2010. PMID: 19886655
-
Developments in asymmetric catalysis by metal complexes of chiral chelating nitrogen-donor ligands.Dalton Trans. 2007 Nov 7;(41):4627-40. doi: 10.1039/b709283k. Epub 2007 Sep 25. Dalton Trans. 2007. PMID: 17940641 Review.
-
Asymmetric transfer hydrogenation of ketones with bifunctional transition metal-based molecular catalysts.Acc Chem Res. 2007 Dec;40(12):1300-8. doi: 10.1021/ar700134q. Epub 2007 Oct 26. Acc Chem Res. 2007. PMID: 17960897 Review.
Cited by
-
Synthesis and biological evaluation of 2-picolylamide-based diselenides with non-bonded interactions.Molecules. 2015 Jun 1;20(6):10095-109. doi: 10.3390/molecules200610095. Molecules. 2015. PMID: 26039333 Free PMC article.
-
Decarboxylative ring-opening of 2-oxazolidinones: a facile and modular synthesis of β-chalcogen amines.RSC Adv. 2022 Nov 30;12(53):34496-34502. doi: 10.1039/d2ra06070a. eCollection 2022 Nov 29. RSC Adv. 2022. PMID: 36545628 Free PMC article.
-
Metal- and photocatalyst-free synthesis of 3-selenylindoles and asymmetric diarylselenides promoted by visible light.RSC Adv. 2019 Jul 23;9(39):22685-22694. doi: 10.1039/c9ra03642c. eCollection 2019 Jul 17. RSC Adv. 2019. PMID: 35519497 Free PMC article.
-
Silver-catalyzed direct selanylation of indoles: synthesis and mechanistic insights.RSC Adv. 2023 Jan 4;13(2):914-925. doi: 10.1039/d2ra06813c. eCollection 2023 Jan 3. RSC Adv. 2023. PMID: 36686957 Free PMC article.
-
Metal- and Solvent-Free Approach to Access 3-Se/S-Chromones from the Cyclization of Enaminones in the Presence of Dichalcogenides Catalyzed by KIO3.ACS Omega. 2017 May 24;2(5):2280-2290. doi: 10.1021/acsomega.7b00445. eCollection 2017 May 31. ACS Omega. 2017. PMID: 31457578 Free PMC article.
LinkOut - more resources
Full Text Sources
Research Materials