Palladium-catalyzed novel addition-elimination reaction of alkenyltin reagents to norbornene |
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Authors: | Keigo Fugami Takashi Nishikata Masayuki Kameyama |
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Affiliation: | 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 |
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Abstract: | Palladium-catalyzed reaction between 1-alkenyltin trichlorides and norbornene resulted in stereoselective formation of 3-alkylidenepentacyclo[9.2.1.5,81.1,110.2,1004,9]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. |
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Keywords: | Palladium-catalyst Addition-elimination Heck reaction Organotin reagent Halide |
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