title: Heteroatom-directed Wacker oxidations. A protection-free synthesis of (-)-heliophenanthrone.
abstract: The first enantioselective six-step synthesis of (-)-heliophenanthrone has been achieved without any protection-deprotection protocol at an overall yield of 28%. Key features of this synthesis comprise a heteroatom-directed Wacker oxidation of an internal cyclic olefin in addition to asymmetric Brown allylation and ring closing metathesis (RCM).
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.
authors.forename: Parag
authors.initials: P
authors.lastname: Mukherjee
authors.forename: Tarun K
authors.initials: TK
authors.lastname: Sarkar
mesh_terms: D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010616:Phenanthrenes / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D010616:Phenanthrenes; C473999:heliophenanthrone