n-butyllithium; boron trifluoride diethyl etherate; copper (I) cyanide; isopropylmagnesium chloride 1.) THF, hexane, -78 deg C, 10 min, 2.) diisopropyl sulfide, THF, -78 deg C, 15 min, 3.) THF, diisopropyl sulfide, hexane, -78 deg C, 13 min, - 45 deg C, 15 min, 0 deg C, 10 min; Yield given. Multistep reaction;

n-butyllithium

n-butyllithium; sodium hydride 1.) THF, DMF, 2.) THF, Et2O, -78 deg C, 50 min; Yield given. Multistep reaction;

in not given under argon; 1.0 equiv. of LiBu added to tin compound at -60 °C;; NMR and product analysis after reactions with electrophiles;;

1: 89 percent 2: CH3CH2COOH / 21 h / 145 °C 3: 10percent NaOH / H2O 4: 83 percent / thionyl chloride View Scheme