title: Four nucleophilic additions to alkenynedioic acid derivatives in tandem; efficient one-pot synthesis of bicyclo[4.2.0]octenols.
abstract: When alkenynedioic acid derivatives were treated with a Grignard reagent, tandem cyclization and the incorporation of two molecules of the Grignard reagent occurred to give stereodefined bicyclo[4.2.0]octenols via four nucleophilic additions.
authors.affiliation: Department of Biomolecular Engineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology , 4259-B-59 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501, Japan.
authors.forename: Takeshi
authors.initials: T
authors.lastname: Hata
authors.forename: Haduki
authors.initials: H
authors.lastname: Imade
authors.forename: Hirokazu
authors.initials: H
authors.lastname: Urabe
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007202:Indicators and Reagents; D015394:Molecular Structure; D000442:Octanols / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D000480:Alkynes; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007202:Indicators and Reagents; D000442:Octanols