title: Rhodium-catalyzed carbonylation of 3-acyloxy-1,4-enynes for the synthesis of cyclopentenones.
abstract: Functionalized cyclopentenones were synthesized by a Rh-catalyzed carbonylation of 3-acyloxy-1,4-enynes, derived from alkynes and α,β-unsaturated aldehydes. The reaction involved a Saucy-Marbet 1,3-acyloxy migration of propargyl esters and a [4 + 1] cycloaddition of the resulting acyloxy substituted vinylallene with CO.
authors.affiliation: School of Pharmacy and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, United States.
authors.forename: Xiaoxun
authors.initials: X
authors.lastname: Li
authors.forename: Suyu
authors.initials: S
authors.lastname: Huang
authors.forename: Casi M
authors.initials: CM
authors.lastname: Schienebeck
authors.forename: Dongxu
authors.initials: D
authors.lastname: Shu
authors.forename: Weiping
authors.initials: W
authors.lastname: Tang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D003517:Cyclopentanes; D012238:Rhodium; C013905:cyclopentenone