LAUSR.org creates dashboard-style pages of related content for over 1.5 million academic articles. Sign Up to like articles & get recommendations!

Phosphine-Catalyzed Asymmetric Intermolecular Cross-Vinylogous Rauhut–Currier Reactions of Vinyl Ketones with para-Quinone Methides

Photo by thanti_riess from unsplash

A chiral amide-phosphine bifunctional catalyst was developed and successfully applied to the asymmetric intermolecular cross-vinylogous Rauhut–Currier of alkyl vinyl ketones with para-quinone methides, offering excellent regioselectivity and stereoselectivity (up to… Click to show full abstract

A chiral amide-phosphine bifunctional catalyst was developed and successfully applied to the asymmetric intermolecular cross-vinylogous Rauhut–Currier of alkyl vinyl ketones with para-quinone methides, offering excellent regioselectivity and stereoselectivity (up to >99% enantiomeric excess (ee)). This method provides a facile access to structurally diverse widely existed diarylmethine stereogenic centers with excellent enantioselectivity. Density functional theory (DFT) calculations have been performed to understand the mechanism and enantioselectivity for this phosphine-catalyzed asymmetric transformation.

Keywords: vinyl ketones; vinylogous rauhut; cross vinylogous; rauhut currier; intermolecular cross; asymmetric intermolecular

Journal Title: ACS Catalysis
Year Published: 2017

Link to full text (if available)


Share on Social Media:                               Sign Up to like & get
recommendations!

Related content

More Information              News              Social Media              Video              Recommended



                Click one of the above tabs to view related content.