Remote control of double bond stereochemistry in the Wadsworth–Emmons reaction
Abstract
Wadsworth–Emmons reactions of 6-methoxytetrahydropyran-3-one 2 and 5-arylthio-6-methoxytetrahydropyran-3-ones 5–9 have been investigated and the ratio of (E)- and (Z)-α,β-unsaturated esters formed has been shown to be affected by the presence and type of arylthio substituent.