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Literature DB >> 24272963

Chiral hypervalent iodine reagents: synthesis and reactivity.

Abstract

Chiral hypervalent iodine chemistry has been steadily increasing in importance in recent years. This review catalogues enantioselective transformations triggered by chiral hypervalent iodine(III/V) reagents, in stoichiometric or catalytic quantities, highlighting the different reactivities in terms of yield and enantioselectivity. Moreover, the synthesis of the most remarkable and successful catalysts has been illustrated in detail.

Entities: Chemical

Keywords: asymmetric synthesis; hypervalent iodine; organocatalysis; oxidation dearomatization

Year: 2013 PMID： 24272963 DOI： 10.1002/chem.201302220

Source DB: PubMed Journal: Chemistry ISSN： 0947-6539 Impact factor: 5.236

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Cited

14 in total

1. Enantioselective, Catalytic Fluorolactonization Reactions with a Nucleophilic Fluoride Source.

Authors: Eric M Woerly; Steven M Banik; Eric N Jacobsen
Journal: J Am Chem Soc Date: 2016-10-13 Impact factor: 15.419

2. Benzimidazopurine nucleosides from N⁶-aryl adenosine derivatives by PhI(OAc)₂-mediated C-N bond formation, no metal needed.

Authors: Sakilam Satishkumar; Mahesh K Lakshman
Journal: Chem Commun (Camb) Date: 2017-02-14 Impact factor: 6.222

3. Pd-catalyzed versus uncatalyzed, PhI(OAc)₂-mediated cyclization reactions of N⁶-([1,1'-biaryl]-2-yl)adenine nucleosides.

Authors: Sakilam Satishkumar; Suresh Poudapally; Prasanna K Vuram; Venkateshwarlu Gurram; Narender Pottabathini; Dellamol Sebastian; Lijia Yang; Padmanava Pradhan; Mahesh K Lakshman
Journal: ChemCatChem Date: 2017-10-24 Impact factor: 5.686

4. Mechanism and Origins of Chemo- and Stereoselectivities of Aryl Iodide-Catalyzed Asymmetric Difluorinations of β-Substituted Styrenes.

Authors: Biying Zhou; Moriana K Haj; Eric N Jacobsen; K N Houk; Xiao-Song Xue
Journal: J Am Chem Soc Date: 2018-11-05 Impact factor: 15.419

Chiral hypervalent iodine reagents: synthesis and reactivity.

1. Enantioselective, Catalytic Fluorolactonization Reactions with a Nucleophilic Fluoride Source.

2. Benzimidazopurine nucleosides from N⁶-aryl adenosine derivatives by PhI(OAc)₂-mediated C-N bond formation, no metal needed.

3. Pd-catalyzed versus uncatalyzed, PhI(OAc)₂-mediated cyclization reactions of N⁶-([1,1'-biaryl]-2-yl)adenine nucleosides.

4. Mechanism and Origins of Chemo- and Stereoselectivities of Aryl Iodide-Catalyzed Asymmetric Difluorinations of β-Substituted Styrenes.

5. Enantioselective dioxytosylation of styrenes using lactate-based chiral hypervalent iodine(III).

Review 6. Recent advances in hypervalent iodine(III)-catalyzed functionalization of alkenes.

Review 7. Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

8. Thioamination of Alkenes with Hypervalent Iodine Reagents.

9. Enantioselective Oxidative Rearrangements with Chiral Hypervalent Iodine Reagents.

10. Iodoarene-catalyzed cyclizations of N-propargylamides and β-amidoketones: synthesis of 2-oxazolines.