title: Base-catalyzed domino cyclization of acetylenes with ketones to functionalized cyclopentenes.
abstract: Acetylene reacts with methylaryl(hetaryl)ketones in the presence of 6.5 mol % KOH in DMSO to give diastereoselectively in single operationally functionalized cyclopentenes. This domino cyclization involving two molecules of acetylene and two molecules of ketone proceeds with the formation of four C-C bonds. The complementary assembly of the cyclopentenes with similar functionalities from acetylenes and 1,5-diketones has been developed.
authors: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences , 1 Favorsky Str., 664033 Irkutsk, Russia.
authors: Elena Yu
authors: EY
authors: Schmidt
authors: Boris A
authors: BA
authors: Trofimov
authors: Ivan A
authors: IA
authors: Bidusenko
authors: Natalia A
authors: NA
authors: Cherimichkina
authors: Igor' A
authors: IA
authors: Ushakov
authors: Nadezhda I
authors: NI
authors: Protzuk
authors: Yurii V
authors: YV
authors: Gatilov
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D003517:Cyclopentanes; D007659:Ketones