REACTIVITY OF THE 1-t.BUTYLTHIO-3-METHOXY-1-ALKENES TOWARDS METALATING AGENTS, I. REGIOSELECTIVE DEPROTONATION AT EITHER ONE OF THE TWO OLEFINIC SITES OF THE Z-ISOMERS

Article abstract of DOI:10.1016/S0040-4039(00)94017-6

THF solutions of the title Z-isomers (with the exception of the propenyl compound) at -78 degC produce either(i) the 1-metalated derivatives when treated with potassium t.butoxide and n.butyllithium or (ii) the 2-lithiated derivatives when sec.butyllithium is the metalating agent.Both metalated derivatives become new equivalents of the hypothetical anions I and II respectively.