A HELIXOL‐Derived Bisphosphinite Ligand: Synthesis and Application in Gold‐Catalyzed Enynes Cycloisomerization. Issue 11 (5th February 2019)

• Record Type: Journal Article
• Authors: Medena, Caleb; Calogero, Francesco; Lemoine, Quentin; Aubert, Corinne; Derat, Etienne; Fensterbank, Louis; Gontard, Geoffrey; Khaled, Omar; Vanthuyne, Nicolas; Moussa, Jamal; Ollivier, Cyril; Petit, Marc; Barbazanges, Marion
• Is Part Of: European journal of organic chemistry. Issue 11(2019)
• Page Start: 2129
• Page End: 2137
• Publication Date: 2019-02-05
• Subjects: Helicene -- Phosphinite -- Homogeneous catalysis -- Chirality -- Enyne Cycloisomerization; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201801722
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : The synthesis, optical resolution through derivatization, characterization, and utilization of a new helical bis(phosphinite gold) complex derived from HELIXOL are described. By using an efficient cobalt catalyst, neither irradiation nor high catalytic loading was required to access the helicene of interest. The latter was phosphorylated to afford a new chiral ligand that was studied. Especially, treatment with AuCl(SMe2 ) gives a dinuclear gold complex that was used in cycloisomerization reactions. Abstract : The synthesis, optical resolution through derivatization, characterization and utilization of a new helical bisphosphinite–gold complex derived from HELIXOL are described.