74531-18-3Relevant academic research and scientific papers
Sequential Transformation of Diethyl Phosphite. A Convenient Synthesis of Substituted (E)-3-Alkoxycarbonyl-β,γ-unsaturated Esters
Shen, Yanchang,Zhang, Zenghong
, p. 642 - 643 (1998)
The sequential reaction of diethyl phosphite with sodium alkoxide, dimethyl maleate and aldehydes affords substituted (E)-3-alkoxycarbonyl-β,γ-unsaturated esters in 63-73% yields.
First Base-Free Catalytic Wittig Reaction
Schirmer, Marie-Luis,Adomeit, Sven,Werner, Thomas
supporting information, p. 3078 - 3081 (2015/06/30)
The first base-free catalytic Wittig reaction utilizing readily available Bu3P (5 mol %) as an organocatalyst is reported. The initial Michael addition of the phosphine to a suitable acceptor substituted alkene ultimately results in the formation of an ylide which is subsequently converted with an aldehyde. The presented 1H NMR studies actually reveal evidence for the Michael addition and proposed ylide formation. Under the optimized reaction conditions various maleates and fumarates were converted with aromatic, heteroaromatic, and aliphatic aldehydes to evaluate the scope and limitations of this unprecedented reaction. Notably, maleates and fumarates react in a stereoconvergent fashion. The corresponding products were obtained in up to 95% isolated yield and E/Z-selectivities up to 99:1.
Annelation Reactions of N-Heterocycles to Condensed Pyridones with Bridgehead Nitrogen
Linke, Siegfried,Kurz, Juergen,Lipinski, Dietmar,Gau, Wolfgang
, p. 542 - 556 (2007/10/02)
The Horner-Wittig reaction of aromatic and heteroaromatic aldehydes with phosphono succinates gives the methylenesuccinates 2a-m and 4a-k in satisfactory yields.The compounds obtained have the E-configuration, as shown by 1H-NMR-spectroscopic and by chemi
