title: Total synthesis of (+/-)-asteriscanolide.
abstract: The total synthesis of asteriscanolide (1) has been achieved by taking advantage on an intermolecular Pauson-Khand cycloaddition and a ring-closing metathesis as key bond-forming transformations. The approach incorporates the cyclooctane stereogenic center prior to ring formation. Interestingly, the ring-closing metathesis generates a new eight-membered ring with an "in-out" intrabridgehead relationship.
authors.affiliation: Department of Chemistry, Florida State University, Tallahassee, Florida 32306-4390, USA. mek@chem.fsu.edu
authors.forename: M E
authors.initials: ME
authors.lastname: Krafft
authors.forename: Y Y
authors.initials: YY
authors.lastname: Cheung
authors.forename: K A
authors.initials: KA
authors.lastname: Abboud
mesh_terms: D003500:Cyclization; D034242:Cyclooctanes; D007659:Ketones / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis; D012717:Sesquiterpenes / Q000138:chemical synthesis*
chemical_list: D034242:Cyclooctanes; D007659:Ketones; D007783:Lactones; D012717:Sesquiterpenes; C449084:asteriscanolide; C044494:cyclooctanone