Uses
Stannane, (4-chloro-1-methylenebutyl)trimethyl- is used for cyclohexane annulation; bifunctional reagent; intramolecular Stille coupling.
Synthesis
Stannane, (4-chloro-1-methylenebutyl)trimethyl- is synthesized by treatment of commercially available 5-chloro-1-pentyne with Me3SnCu.Me2S in THF at -68 °C in the presence of excess MeOH provides a 9:1 mixture of 5-chloro-2-trimethylstannyl-1-pentene and 5-chloro-1-trimethylstannyl-1-pentene.6-8 Slow column chromatography removes the minor product.
storage
Stannane, (4-chloro-1-methylenebutyl)trimethyl- should be considered as toxic compounds. This reagent should be handled in a well-ventilated fume hood and gloves should be worn to prevent contact with the skin.
