Iridium-catalysed asymmetric allylic alkylation of benzofuran γ-lactones followed by heteroaromatic Cope rearrangement: study of an unusual reaction sequence
Autor: | Emmanuel Riguet, Maxence Bos |
---|---|
Přispěvatelé: | Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
Rok vydání: | 2017 |
Předmět: |
[CHIM.ORGA]Chemical Sciences/Organic chemistry
010405 organic chemistry Stereochemistry Metals and Alloys chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Tsuji–Trost reaction chemistry.chemical_compound Reaction sequence chemistry Materials Chemistry Ceramics and Composites [CHIM]Chemical Sciences Iridium Benzofuran Cope rearrangement |
Zdroj: | Chemical Communications Chemical Communications, Royal Society of Chemistry, 2017, 53 (36), pp.4997-5000. ⟨10.1039/c7cc01529a⟩ |
ISSN: | 1364-548X 1359-7345 |
DOI: | 10.1039/c7cc01529a |
Popis: | International audience; The iridium-catalysed asymmetric allylic alkylation of γ-lactones produces an all-carbon quaternary stereocentre substituted by an allyl and a benzofuran. The resulting 1,5-hexadienes were found to be excellent substrates for an unusual heteroaromatic Cope rearrangement. We describe here the first insight into the synthetic outcome of this intriguing reaction sequence. |
Databáze: | OpenAIRE |
Externí odkaz: |