title: Trialkylamine-mediated intramolecular acylation of alkenes with carboxylic acid chlorides.
abstract: Trialkylamine-mediated intramolecular cyclization of pent-4-enoyl chlorides was studied. Substitution with a tertiary alkyl group at the 2-position gave cyclopent-2-en-1-ones, while substitution with an aromatic group gave enol esters, which were formed by O-acylation of initially formed 3-chlorocyclopentanones with ketenes.
authors.affiliation: School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kanazawa, Japan. jimatsuo@p.kanazawa-u.ac.jp
authors.forename: Jun-ichi
authors.initials: J
authors.lastname: Matsuo
authors.forename: Takaya
authors.initials: T
authors.lastname: Hoshikawa
authors.forename: Shun
authors.initials: S
authors.lastname: Sasaki
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Ishibashi
mesh_terms: D000215:Acylation; D000475:Alkenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry*; D003500:Cyclization; D005030:Ethylenes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*
chemical_list: D000475:Alkenes; D002264:Carboxylic Acids; D002712:Chlorides; D005030:Ethylenes; D007659:Ketones; C008223:ketene