Intramolecular carbometallation of grignard reagents having the terminal trimethylsilylacetylene group
S Fujikura, M Inoue, K Utimoto, H Nozaki
Index: Fujikura, Sadao; Inoue, Masaharu; Utimoto, Kiitiro; Nozaki, Hitosi Tetrahedron Letters, 1984 , vol. 25, # 19 p. 1999 - 2002
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Citation Number: 33
Abstract
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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