74531-19-4Relevant academic research and scientific papers
A convenient synthesis of substituted 3-alkoxycarbonyl-β,γ-unsaturated esters with predominant Z-selectivity
Shen, Yanchang,Zhang, Yuming
, p. 276 - 279 (2003)
The synthesis of substitued 3-alkoxycarbonyl-3β,γ-unsaturated esters with predominant Z-selectivity was discussed. The Z- and E-isomer were separated by column chromatography. The chemical shift of vinyl proton was assigned in the range of δ = 7.82-7.91 as E-isomer, while that in the range of δ = 6.73-6.89 as Z-isomer. The IR spectra of liquid products were determined as films on a Digilab FTS-20E spectrometer.
Phosphine-Catalyzed Cross-Coupling of Benzyl Halides and Fumarates
Yan, Tingting,Babu, Kaki Raveendra,Wu, Yong,Li, Yang,Tang, Yuhai,Xu, Silong
supporting information, p. 4570 - 4574 (2021/06/28)
A phosphine-catalyzed olefinic cross-coupling between benzyl halides and fumarates is described, which affords trisubstituted alkenes in good yields and excellent E-selectivity under metal-free conditions. Mechanistic studies suggest a catalytic cycle involving phosphorus ylide formation, Michael addition, water-assisted hydrogen transfer, and phosphine elimination.
Benign Arylations of Dimethyl Itaconate via Heck–Matsuda Reaction Utilizing in-Situ Generated Palladium on Aluminum Oxide
Matelien?, Lauryna,Knaup, Jan,von Horsten, Frank,Gu, Xiaoting,Brunner, Heiko
supporting information, p. 127 - 135 (2020/01/30)
In situ generated palladium on aluminum oxide provides an active and efficient catalytic system for the preparation of arylmethylidene succinates using the Heck–Matsuda reaction. Beside the monoarylation the first examples of the biarylation of these mono
Silver sequestration of halides for the activation of Pd(OAc)2 catalyzed Mizoroki-Heck reaction of 1,1 and 1,2 - Disubstituted alkenes
Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Patil, Dharmaraj J.,Iyer, Suresh
, (2017/11/23)
A ligand free catalytic system consisting of Pd(OAc)2 (cat) and stoichiometric quantities of silver salts, AgOAc or AgBF4, exhibit high efficiency in the Mizoroki-Heck arylation, transforming aryl iodides and 1,1 as well as 1,2 disubstituted alkenes into 1,1,2 – trisubstituted aryl alkenes in excellent yields in very short reaction times.
Novel Base-Free Catalytic Wittig Reaction for the Synthesis of Highly Functionalized Alkenes
Schirmer, Marie-Luis,Adomeit, Sven,Spannenberg, Anke,Werner, Thomas
supporting information, p. 2458 - 2465 (2016/02/12)
A highly efficient catalyst system for base-free catalytic Wittig reactions has been developed and optimized. Initially, several potential (pre)catalysts as well as different silanes as reducing agents were screened. A system based on a readily available
Synthesis of 6-deoxymollugins and their inhibitory activities on tyrosinase
Liang, Jing Lu,Javed, Umair,Lee, Seung Ho,Park, Jae Gyu,Jahng, Yurngdong
, p. 862 - 872 (2014/08/05)
A series of 6-deoxymollugins were prepared five steps from benzaldehyde and its derivatives via phenylboronic acid-catalyzed chromenylation as a key step. Their inhibitory activities against tyrosinase from mushroom were evaluated to show that the parent,
Tris(4-anisyl)phosphine as an efficient and practical reagent for the synthesis of (E)-2-benzylidenesuccinates
Jiang, Huanfeng,Wang, Wei,Liu, Weibing,Qiao, Chunli
experimental part, p. 263 - 268 (2010/10/21)
Condensation of maleic anhydride or dimethyl maleate with benzylaldehydes controlled by tris(4-anisyl)-phosphine to synthesize dimethyl (E)-2-benzylidenesuccinates has been systematically investigated. The protocol gives the product with high stereoselectivity in moderate to good yields under mild conditions. A plausible mechanism has been proposed.
Sequential Transformation of Diethyl Phosphite. A Convenient Synthesis of Substituted (E)-3-Alkoxycarbonyl-β,γ-unsaturated Esters
Shen, Yanchang,Zhang, Zenghong
, p. 642 - 643 (2007/10/03)
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.
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
