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Literature DB >> 25156303

Organocatalytic stereoselective iodoamination of alkenes.

Pushpak Mizar¹, Alessandra Burrelli, Erika Günther, Martin Söftje, Umar Farooq, Thomas Wirth.

Abstract

A new chiral thiohydantoin catalyst is used for the stereoselective iodoamination of alkenes. N-iodosuccinimide as the source of the electrophilic iodine is activated by catalytic amounts of different additives which also influence the regioselectivity of some cyclizations.

Entities: Chemical

Keywords: cyclization; diamination; hypervalent iodine; organocatalysis; stereoselective synthesis

Year: 2014 PMID： 25156303 DOI： 10.1002/chem.201404762

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

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Cited

8 in total

1. Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by CO₂-Capture: Discovery, Development, and Mechanism.

Authors: Roozbeh Yousefi; Thomas J Struble; Jenna L Payne; Mahesh Vishe; Nathan D Schley; Jeffrey N Johnston
Journal: J Am Chem Soc Date: 2018-12-24 Impact factor: 15.419

2. Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Authors: Daniel W Klosowski; J Caleb Hethcox; Daniel H Paull; Chao Fang; James R Donald; Christopher R Shugrue; Andrew D Pansick; Stephen F Martin
Journal: J Org Chem Date: 2018-05-22 Impact factor: 4.354

Organocatalytic stereoselective iodoamination of alkenes.

1. Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by CO₂-Capture: Discovery, Development, and Mechanism.

2. Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Review 3. Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

4. Association of Halogen Bonding and Hydrogen Bonding in Metal Acetate-Catalyzed Asymmetric Halolactonization.

5. Thioamination of Alkenes with Hypervalent Iodine Reagents.

6. Enantioselective Oxidative Rearrangements with Chiral Hypervalent Iodine Reagents.

Review 7. Supramolecular Halogen Bonds in Asymmetric Catalysis.

8. Ritter-enabled catalytic asymmetric chloroamidation of olefins.

Organocatalytic stereoselective iodoamination of alkenes.

1. Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by CO2-Capture: Discovery, Development, and Mechanism.

2. Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Review 3. Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

4. Association of Halogen Bonding and Hydrogen Bonding in Metal Acetate-Catalyzed Asymmetric Halolactonization.

5. Thioamination of Alkenes with Hypervalent Iodine Reagents.

6. Enantioselective Oxidative Rearrangements with Chiral Hypervalent Iodine Reagents.

Review 7. Supramolecular Halogen Bonds in Asymmetric Catalysis.

8. Ritter-enabled catalytic asymmetric chloroamidation of olefins.

1. Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by CO₂-Capture: Discovery, Development, and Mechanism.