References
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- α-Bromovinyltrimethylsilane can be either purchased from Aldrich Chemical Company at $12.80 per gram or readily synthesized from vinyltrimethylsilane.9b
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- The reagent 2,2′-bipyridyl, available from the Aldrich Chemical Company, Inc., appears red in solutions containing organolithium and organomagnesium reagents and is thereby an excellent indicator.10b Its use here allows us to detect the relative extent of the reaction
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- The KMnO4 staining solution is made from dissolving KMnO4 (3.00 g) in a solution of K2CO3 (20.0 g) and 5percnt; NaOH(aq) (5.00 mL) in H2O (300 mL). Rf value for the alcohol 1 is 0.34, and 0.68 for the aldehyde 2 in 10percnt; EtOAc/PE eluting medium