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Literature DB >> 10540389

A Catalytic Enantioselective Electron Transfer Reaction: Titanocene-Catalyzed Enantioselective Formation of Radicals from meso-Epoxides.

Abstract

A rationally designed titanium(III) catalyst allows the opening of epoxides with high enantioselectivity. This reaction [Eq. (1)] constitutes the first example of an enantioselective transition metal catalyzed radical reaction that proceeds by electron transfer.

Entities: Chemical

Year: 1999 PMID： 10540389 DOI： 10.1002/(sici)1521-3773(19991004)38:19<2909::aid-anie2909>3.0.co;2-y

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

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Cited

10 in total

1. The Reaction of β,γ-Epoxy Alcohols with Titanium(III) Reagents. A Proposed Role for Intramolecular Hydrogen Bonding.

Authors: Sven Klare; Jonathan P Gordon; Andreas Gansäuer; T V RajanBabu; William A Nugent
Journal: Tetrahedron Date: 2019-10-01 Impact factor: 2.457

2. Enantioselective cyclizations and cyclization cascades of samarium ketyl radicals.

Authors: Nicolas Kern; Mateusz P Plesniak; Joseph J W McDouall; David J Procter
Journal: Nat Chem Date: 2017-08-07 Impact factor: 24.427

3. Asymmetric Induction and Enantiodivergence in Catalytic Radical C-H Amination via Enantiodifferentiative H-Atom Abstraction and Stereoretentive Radical Substitution.

Authors: Kai Lang; Sebastian Torker; Lukasz Wojtas; X Peter Zhang
Journal: J Am Chem Soc Date: 2019-07-29 Impact factor: 15.419

A Catalytic Enantioselective Electron Transfer Reaction: Titanocene-Catalyzed Enantioselective Formation of Radicals from meso-Epoxides.

1. The Reaction of β,γ-Epoxy Alcohols with Titanium(III) Reagents. A Proposed Role for Intramolecular Hydrogen Bonding.

2. Enantioselective cyclizations and cyclization cascades of samarium ketyl radicals.

3. Asymmetric Induction and Enantiodivergence in Catalytic Radical C-H Amination via Enantiodifferentiative H-Atom Abstraction and Stereoretentive Radical Substitution.

4. Titanium Radical Redox Catalysis: Recent Innovations in Catalysts, Reactions, and Modes of Activation.

5. Catalytic Radical Process for Enantioselective Amination of C(sp³ )-H Bonds.

6. Asymmetric catalytic formation of quaternary carbons by iminium ion trapping of radicals.

7. Methods and Mechanisms for Cross-Electrophile Coupling of Csp(2) Halides with Alkyl Electrophiles.

8. Enantioselective cross-coupling of meso-epoxides with aryl halides.

Review 9. Radicals: Reactive Intermediates with Translational Potential.

10. Studies on the Enantioselective Iminium Ion Trapping of Radicals Triggered by an Electron-Relay Mechanism.