title: Novel synthesis of right segment of solanoeclepin A.
abstract: The highly strained tricyclo[5.2.1.0(1,6)]decene skeleton of solanoeclepin A was synthesized through two key C-C bond forming processes; thus, a Hg(TFA)2-mediated oxymercuration followed an intramolecular aldol reaction to B and a SmI2-mediated cyclization of C between an aldehyde and an unsaturated ester to form the cyclobutane D having a tricyclo[5.2.1.0(1,6)]dodecene.
authors: Department of Chemistry, National Tsing Hua University , 101, Section 2, Kuang-Fu Road, Hsinchu 30013, Taiwan.
authors: Hsiang-Yu
authors: HY
authors: Chuang
authors: Minoru
authors: M
authors: Isobe
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D003503:Cyclobutanes / Q000737:chemistry; D006586:Hexanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001952:Bridged-Ring Compounds; D003503:Cyclobutanes; D006586:Hexanes; C431673:solanoeclepin A; C116609:3-hydroxybutanal