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Intramolecular carbometallation of grignard reagents having the terminal trimethylsilylacetylene group

✍ Scribed by Sadao Fujikura; Masaharu Inoue; Kiitiro Utimoto; Hitosi Nozaki

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 193 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)90096-6

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✦ Synopsis

Reaction of 6-bromo-l-trimethylsilyl-l-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 stereodefined alkylidene substituents.

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