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Palladium-catalyzed novel addition-elimination reaction of alkenyltin reagents to norbornene
Authors:Keigo Fugami  Takashi Nishikata  Masayuki Kameyama
Institution:a Department of Chemistry, Gunma University, 1-5-1 Tenjin-cho, Kiryu, Gunma 376-8515, Japan
b Oyama National College of Technology, Oyama, Tochigi 323-0806, Japan
Abstract:Palladium-catalyzed reaction between 1-alkenyltin trichlorides and norbornene resulted in stereoselective formation of 3-alkylidenepentacyclo9.2.1.5,81.1,110.2,1004,9]pentadecane instead of an expected simple alkenylstannylation product. Generation of trichlorostannane and its decomposition product, tin(II) chloride, was confirmed by trapping it with methyl propiolate and norbornene and analysis of the reaction by 119Sn NMR, respectively.
Keywords:Palladium-catalyst  Addition-elimination  Heck reaction  Organotin reagent  Halide
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