Lewis Acid-Catalyzed Asymmetric Diels–Alder Reactions Using Chiral Sulfoxide Ligands: Chiral 2-(Arylsulfinylmethyl)-1,3-oxazoline Derivatives
| Autor: | Kunio Hiroi, Takashi Hirasawa, Kazuhiro Watanabe |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
inorganic chemicals
Stereochemistry Stereoisomerism Oxazoline Catalysis chemistry.chemical_compound Drug Discovery Diels alder Lewis acids and bases Oxazoles chemistry.chemical_classification Chiral auxiliary Spectrum Analysis organic chemicals fungi Chiral ligand Enantioselective synthesis Sulfoxide General Chemistry General Medicine Asymmetric induction chemistry Sulfoxides Bridged compounds Acids |
| Zdroj: | CHEMICAL & PHARMACEUTICAL BULLETIN. 50:372-379 |
| ISSN: | 1347-5223 0009-2363 |
| Popis: | New chiral sulfoxide-1,3-oxazoline ligands have been developed as chiral ligands for Lewis acid-catalyzed asymmetric Diels-Alder reactions. The use of chiral sulfinyl 1,3-oxazoline ligands in copper(II)-catalyzed asymmetric Diels-Alder reactions provided an endo cycloadduct as a major product with moderate enantioselectivity. A rationale is proposed for the mechanism of the asymmetric induction. |
| Databáze: | OpenAIRE |
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