title: Total synthesis of (+)-clavilactone A and (-)-clavilactone B by ring-opening/ring-closing metathesis.
abstract: The enantioselective total synthesis of natural enantiomers of clavilactones A and B has been achieved. A key feature of the synthesis is the use of a ring-opening/ring-closing metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a γ-butenolide.
authors.affiliation: Department of Applied Chemistry, Keio University, Hiyoshi , Kohoku-ku, Yokohama 223-8522, Japan.
authors.forename: Ken-ichi
authors.initials: K
authors.lastname: Takao
authors.forename: Ryuki
authors.initials: R
authors.lastname: Nanamiya
authors.forename: Yuuki
authors.initials: Y
authors.lastname: Fukushima
authors.forename: Ayumi
authors.initials: A
authors.lastname: Namba
authors.forename: Keisuke
authors.initials: K
authors.lastname: Yoshida
authors.forename: Kin-ichi
authors.initials: K
authors.lastname: Tadano
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry; D002384:Catalysis; D003503:Cyclobutanes / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003503:Cyclobutanes; D007783:Lactones; C587964:clavilactone A; C522714:clavilactone B; C004511:butenolide; D015107:4-Butyrolactone