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New Chiral BINOL‐Based Phosphates for Enantioselective [Au(I)]‐Catalyzed Dearomatization of β‐Naphthols with Allenamides

Riccardo Pedrazzani, Juzeng An, Magda Monari, Marco Bandini

2021European Journal of Organic Chemistry24 citationsDOIOpen Access PDF

Abstract

Abstract New chiral BINOL‐based phosphate counterions have been synthesized, fully characterized, and employed in the enantioselective gold‐catalyzed dearomatization of β‐naphthols with allenamides. A range of densely functionalized C1‐allylated naphthalenones were realized under mild conditions and high levels of chemo‐, regio‐ and stereoselectivity ( ee up to 95 %).

Topics & Concepts

Enantioselective synthesisChemistryStereoselectivityCatalysisCounterionPhosphateCombinatorial chemistryOrganic chemistryOrganocatalysisIonCatalytic Alkyne ReactionsTraditional and Medicinal Uses of AnnonaceaeChemical synthesis and alkaloids
New Chiral BINOL‐Based Phosphates for Enantioselective [Au(I)]‐Catalyzed Dearomatization of β‐Naphthols with Allenamides | Litcius