title: Palladium(II) acetate mediated oxidative cyclization of ω-unsaturated α-cyano ketones for facile construction of methylenecyclohexane ring system.
abstract: A highly efficient annulative approach towards the construction of the structurally attractive methylenecyclohexane ring was developed through a convenient 1,4-addition of 4-pentenylmagnesium bromide to 2-cyano-2-cycloalkenones followed by a Pd(II)-mediated oxidative cyclization of the resulting ω-unsaturated α-cyano ketones. Based on this newly developed protocol, polycyclic adducts bearing various ring sizes and substitutions can be prepared in moderate to high yields.
authors.affiliation: Chinese Medicinal Research and Development Center, China Medical University Hospital, 2 Yude Road, Taichung 40447, Taiwan, ROC. d917410@alumni.nthu.edu.tw
authors.forename: Min-Tsang
authors.initials: MT
authors.lastname: Hsieh
authors.forename: Kak-Shan
authors.initials: KS
authors.lastname: Shia
authors.forename: Hsing-Jang
authors.initials: HJ
authors.lastname: Liu
authors.forename: Sheng-Chu
authors.initials: SC
authors.lastname: Kuo
mesh_terms: D000085:Acetates / Q000737:chemistry*; D003489:Cyanoketone / Q000737:chemistry*; D003500:Cyclization; D003510:Cyclohexanes / Q000737:chemistry*; D008745:Methylation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000085:Acetates; D003510:Cyclohexanes; D009942:Organometallic Compounds; C516071:palladium(II) acetate; D003489:Cyanoketone