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Intramolecular carbometallation of grignard reagents having the terminal trimethylsilylacetylene group
Authors:Sadao Fujikura  Masaharu Inoue  Kiitiro Utimoto  Hitosi Nozaki
Institution:Department of Industrial Chemistry, Kyoto University Yoshida, Kyoto 606, Japan
Abstract:Reaction of 6-bromo-1-trimethylsilyl-1-hexyne with magnesium affords the corresponding Grignard reagent whose C-Mg bond intramolecularly adds to the trimethylsilylacetylene moiety in 5-Exo-Dig manner and suprafacially. The reaction can be applied to the synthesis of some cycloalkanes having stereo-defined alkylidene substituents.
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