Intramolecular carbometallation of grignard reagents having the terminal trimethylsilylacetylene group |
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Authors: | Sadao Fujikura Masaharu Inoue Kiitiro Utimoto Hitosi Nozaki |
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Institution: | Department of Industrial Chemistry, Kyoto University Yoshida, Kyoto 606, Japan |
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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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