title: Total synthesis of (+)-demethoxycardinalin 3.
abstract: The total synthesis of (+)-demethoxycardinalin 3 is described. The synthetic strategy features the synthesis of dimeric Fischer carbene and its use in a bidirectional Dötz benzannulation reaction to set the dimeric structure of the cardinalins. The oxa-Pictet-Spengler reaction was used to construct the pyran rings. The synthesis is completed in seven steps and an overall yield of 7%.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, Maharashtra, India. rfernand@chem.iitb.ac.in
authors.forename: Rodney A
authors.initials: RA
authors.lastname: Fernandes
authors.forename: Sandip V
authors.initials: SV
authors.lastname: Mulay
mesh_terms: D016227:Benzoquinones / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D016227:Benzoquinones; C555284:demethoxycardinalin 3; C030011:carbene; D008697:Methane