title: Dimeric TADDOL Phosphoramidites in Asymmetric Catalysis: Domino Deracemization and Cyclopropanation of Sulfonium Ylides.
abstract: A gold-catalyzed asymmetric cyclopropanation of unactivated olefins with sulfonium ylides in the presence of a bimetallic catalyst with a novel dimeric TADDOL-phosphoramidite ligand is reported. This transformation allows a rare gold-catalyzed dynamic deracemization of chiral racemic substrates, where the same catalyst is responsible for several synergistic tasks in solution. The products are useful building blocks in synthesis and enable expeditious access to natural products.
authors.affiliation: University of Vienna, Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna (Austria).
authors.forename: Sebastian
authors.initials: S
authors.lastname: Klimczyk
authors.affiliation: University of Vienna, Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna (Austria).
authors.forename: Antonio
authors.initials: A
authors.lastname: Misale
authors.affiliation: State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Yangqiao West Road 155, Fuzhou, Fujian 350002 (China).
authors.forename: Xueliang
authors.initials: X
authors.lastname: Huang
authors.affiliation: University of Vienna, Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna (Austria). nuno.maulide@univie.ac.at.
authors.forename: Nuno
authors.initials: N
authors.lastname: Maulide
keywords: cyclopropanation; deracemization; enantioselective synthesis; lactones; total synthesis