Intermolecular Tandem Pd-Catalyzed Cross-Coupling/[4+4] and [4+2] Cycloadditions: A One-Pot, Five-Component Assembly of Bicyclo[6.4.0]dodecanes†
Phil Ho Lee Prof. Dr.
Department of Chemistry, Kangwon National University, Chunchon 200-701, Republic of Korea, Fax: (+82) 33-253-7582
Search for more papers by this authorKooyeon Lee Dr.
Department of Chemistry, Kangwon National University, Chunchon 200-701, Republic of Korea, Fax: (+82) 33-253-7582
Search for more papers by this authorPhil Ho Lee Prof. Dr.
Department of Chemistry, Kangwon National University, Chunchon 200-701, Republic of Korea, Fax: (+82) 33-253-7582
Search for more papers by this authorKooyeon Lee Dr.
Department of Chemistry, Kangwon National University, Chunchon 200-701, Republic of Korea, Fax: (+82) 33-253-7582
Search for more papers by this authorThis work was supported by the CMDS at KAIST and grant no. R02-2003-000-10023-0 of the Basic Research Program of the KOSEF. We thank Prof. Tom Livinghouse of Montana State University for proof-reading this manuscript.
Graphical Abstract
Starting from α-bromovinylarenes, propargyl bromides, and dienophiles, a novel intermolecular tandem Pd-catalyzed cross-coupling/[4+4] and [4+2] cycloaddition sequence provides bicyclo[6.4.0]dodecane derivatives by a rapid synthesis in one reaction vessel. Five components are assembled into one molecule in this process. EWG=electron-withdrawing group.
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