Reactions of Stable Wittig Reagents with Episulfides
- 5 February 1987
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 16 (2) , 357-360
- https://doi.org/10.1246/cl.1987.357
Abstract
Stable Wittig reagents effectively reacted with episulfides to afford dialkyl fumarates and dialkyl maleates in good yields. The reaction probably occurred via attack of the ylide carbanion on episulfide’s sulfur to form a thiocarbonyl intermediate. The ylide further attacked this thiocarbonyl intermediate to give the final olefins.Keywords
This publication has 9 references indexed in Scilit:
- .alpha.-Lithiomethylenetriphenylphosphorane, a highly reactive ylide equivalentJournal of the American Chemical Society, 1982
- Reactions of Alkylidenetriphenylphosphoranes with SulfurBulletin of the Chemical Society of Japan, 1972
- The Wittig reactionQuarterly Reviews, Chemical Society, 1963
- A New Synthesis of Cyclopropanecarboxylic AcidsJournal of the American Chemical Society, 1962
- Versuche mit Fluorenderivaten, III1) Versuche mit ThiofluorenonEuropean Journal of Inorganic Chemistry, 1962
- Reaction of Optically Active Methylethylphenylbenzylidenephosphorane with Styrene OxideJournal of the American Chemical Society, 1962
- Mechanism of the Formation of Benzylacetophenone and Methylethylphenylphosphine from Methylethylphenylbenzylidenephosphorane and Styrene OxideJournal of the American Chemical Society, 1962
- Über Triphenyl‐phosphin‐methylene als olefinbildende Reagenzien (I. Mitteil.European Journal of Inorganic Chemistry, 1954
- Über neue organische Phosphorverbindungen III. Phosphinmethylenderivate und PhosphinimineHelvetica Chimica Acta, 1919