Copper(II)-Promoted Cyclization/Difunctionalization of Allenols and Allenylsulfonamides: Synthesis of Heterocycle-Functionalized Vinyl Carboxylate Esters
| Autor: | Ilyas A. Berhane, Barbara J. Casavant, Sherry R. Chemler, Zainab M. Khoder |
|---|---|
| Rok vydání: | 2015 |
| Předmět: |
Trimethylsilyl Compounds
Magnetic Resonance Spectroscopy Carboxylic Acids chemistry.chemical_element Stereoisomerism Biochemistry Medicinal chemistry Catalysis Article chemistry.chemical_compound Molecule Organic chemistry Combinatorial Chemistry Techniques Carboxylate Physical and Theoretical Chemistry Mesylates Sulfonamides Molecular Structure Organic Chemistry Esters Nuclear magnetic resonance spectroscopy Copper Alkadienes chemistry Cyclization Intramolecular force |
| Zdroj: | Organic letters. 17(24) |
| ISSN: | 1523-7052 |
| Popis: | A unique method to affect intramolecular aminooxygenation and dioxygenation of allenols and allenylsulfonamides is described. These operationally simple reactions occur under neutral or basic conditions where copper(II) carboxylates serve as reaction promoter, oxidant, and carboxylate source. Moderate to high yields of heterocycle-functionalized vinyl carboxylate esters are formed with moderate to high levels of diastereoselectivity. Such vinyl carboxylate esters could serve as precursors to α-amino and α-oxy ketones and derivatives thereof. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|