Different hybridized oxygen atoms controlled chemoselective formation of oxocarbenium ions: synthesis of chiral heterocyclic compounds
| Autor: | Xiao-Na Wu, Yan-Kai Liu, Zhi-Hao You |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Organic Chemistry Oxocarbenium 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Ion chemistry.chemical_compound Oxygen atom Nucleophile Intramolecular force Functional group Polymer chemistry Enol ether Moiety Physical and Theoretical Chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 16:6507-6520 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | Based on the electronic properties of different hybridized oxygen atoms (sp3versus sp2) in the structure of O,O-acetals containing an enol ether moiety, the chemoselective formation of oxocarbenium ions was realized to furnish diversified chiral heterocyclic compounds with excellent stereoselectivities by reacting with different types of nucleophiles. Additionally, an unexpected intramolecular oxocarbenium ion transfer was also reported to form polycyclic products containing the O,O-acetal functional group. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|