TY - DATA T1 - Palladium-Catalyzed Synthesis of Spiro[2.4]heptanes:  Ligand-Dependent Position Control in the Nucleophilic Attack to a π-Allylpalladium Intermediate PY - 2007/12/05 AU - Ryo Shintani AU - Soyoung Park AU - Tamio Hayashi UR - https://acs.figshare.com/articles/journal_contribution/Palladium_Catalyzed_Synthesis_of_Spiro_2_4_heptanes_Ligand_Dependent_Position_Control_in_the_Nucleophilic_Attack_to_a_Allylpalladium_Intermediate/2971138 DO - 10.1021/ja077236o.s004 L4 - https://ndownloader.figshare.com/files/4670416 KW - Spiro KW - selectivity KW - cycloaddition KW - spiro KW - olefins KW - nucleophilic ring closure KW - Synthesi KW - Allylpalladium KW - IntermediateA KW - Nucleophilic Attack KW - allylpalladium KW - monophosphine ligand KW - synthesis KW - methylidene N2 - A palladium-catalyzed intermolecular cycloaddition of γ-methylidene-δ-valerolactones with electron-deficient olefins has been developed for the synthesis of spiro[2.4]heptanes with high selectivity through a nucleophilic ring closure to the central carbon of a π-allylpalladium intermediate. It was found that the course of the reaction is dependent on the ligand employed, and selective [4 + 2] cycloadditions can also be achieved by the use of a bulky monophosphine ligand. ER -