Desponds, OlivierFranzini, LiviaSchlosser, Manfred2006-03-032006-03-032006-03-03199710.1055/s-1997-1160https://infoscience.epfl.ch/handle/20.500.14299/226945Metalation of 1-alkenes with a mixt. of BuLi and KOCMe3 in tetrahydropyran, followed by stereochem. equilibration and treatment with Me3SiCl, afforded (2-alkenyl)trimethylsilanes in good yield and with Z:E ratios of 95:5 to 98:2. E.g., reaction of RCH2CH:CH2 (R = Pr, Bu, pentyl, hexyl, heptyl, octyl, nonyl) as above gave 52-75% Z-RCH:CHCH2SiMe3. Deprotonation of propene was rapidly and readily accomplished with a stoichiometric amt. of the superbase suspended in pentane on a 1 mol scale. [on SciFinder (R)]Silanes Role: SPN (Synthetic preparation)PREP (Preparation) (alkenyl; stereoselective synthesis of alkenylsilanes from terminal alkenes); Silanes Role: SPN (Synthetic preparation)PREP (Preparation) (allyl; one-pot synthesis of allylsilanes from termsilane allyl alkenyl stereoselective prepn; alkene metalation silylation stereoselective; silylation metalated alkene stereoselective; allylpotassium silylation stereoselectivetext::journal::journal article::research article