Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes
| Autor: | Zainab M. Khoder, Sherry R. Chemler, Shuklendu D. Karyakarte |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Reaction mechanism Allylic rearrangement Molecular Structure 010405 organic chemistry Chemistry Alkene Organic Chemistry Regioselectivity Stereoisomerism Alkenes 010402 general chemistry 01 natural sciences Catalysis Article 0104 chemical sciences Heterocyclic Compounds Alcohols Organic chemistry Stereoselectivity Amines Copper Amination |
| Zdroj: | The Journal of Organic Chemistry. 82:11311-11325 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/acs.joc.7b02072 |
| Popis: | This Perspective describes the development of a family of copper(II)-catalyzed alkene difunctionalization reactions that enable stereoselective addition of amine derivatives and alcohols onto pendant unactivated alkenes to provide a range of valuable saturated nitrogen and oxygen heterocycles. 2-Vinylanilines and related substrates undergo alternative oxidative amination or allylic amination pathways, and these reactions will also be discussed. The involvement of both polar and radical steps in the reaction mechanisms have been implicated. Major product formation is a function of the lowest energy pathway, which in turn is a function of structural aspects of the various reaction components. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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