Triethylamine-promoted Elimination from (R,R)-PhCHORCHClCO2Me (R=MeCO, PhCO, 4-MeC6H4, 4-MeOC6H4, MeSO2 and 4-MeC6H4SO2) in Various Solvents

Abstract

The rates and stereochemistry of elimination from a number of (R,R)-PhCHORCHClCO₂Me (R=MeCO, PhCO, 4-MeC₆H₄, 4-MeOC₆H₄, MeSO₂ and 4-MeC₆H₄SO₂) with triethylamine in tetrahydrofuran, acetone, methanol, dimethylformamide and acetonitrile as solvents led to the conclusion that the elimination process occurs through an (E1cB)_I mechanism.