56685-62-2Relevant academic research and scientific papers
An in-depth study on ring-closing metathesis of carbohydrate-derived α-alkoxyacrylates: Efficient syntheses of DAH, KDO, and 2-deoxy-β-KDO
Hekking, Koen F. W.,Moelands, Marcel A. H.,Van Delft, Floris L.,Rutjes, Floris P. J. T.
, p. 6444 - 6450 (2007/10/03)
Novel, efficient synthetic pathways to DAH, KDO, and 2-deoxy-β-KDO are described. Ring-closing metathesis (RCM) of highly functionalized α-alkoxyacrylate fragments resulted in a series of synthetically versatile oxygen heterocyclic intermediates. Further
Nucleophilic α-addition to β-nitroacrylates: application to the synthesis of α-thioacrylates
Lewandowska, Elzbieta
, p. 4879 - 4883 (2007/10/03)
The α-addition of alkyl or aryl thionucleophiles to β-nitro-α,β-unsaturated alkenoates in THF in the presence of TEA or DBU gave access to the α-thio-α,β-unsaturated alkenoates. The reaction occurred via formation of β-nitro-α-thioalkanoates and concomitant elimination of nitrous acid from the α-adducts.
ELIMINATIVE DEOXYGENATION: A FACILE SYNTHESIS OF α-CYANO AND α-CARBOALKOXY SUBSTITUTED VINYL SULFIDES
Miller, R. D.,Haessig, R.
, p. 2395 - 2398 (2007/10/02)
The facile eliminative deoxygenation of α-cyano and carboalkoxy sulfoxides by trimethylsilyl triflate under mildly basic conditions results in the formation of α-thiophenyl substituted α,β-unsaturated nitriles and esters in high yields.
Preparation and Properties of Substituted 6&β-Vinylpenicillanic Acids
Foulds, Christopher D.,Jaxa-Chamiec, Albert A.,O'Sullivan, Anthony C.,Sammes, Peter G.
, p. 21 - 28 (2007/10/02)
Routes to the title compounds are described, either using the selective addition of thiols to the known 6-allylidenepenicillanic acids or by the conjugate addition of Grignard derivatives, derived from 6,6-dibromopenicillanates, to substituted acrylates and acrylamides, followed by stereoselective reduction of the remaining 6-bromo-group to produce the 6β-substituted penicillanates.The 6β-derivatives containing the acryloyl side-chain were relatively unstable and readily underwent intramolecular rearrangement to the corresponding thiazepinones.
NEW ACETYLENIC MICHAEL RECEPTOR EQUIVALENTS. PART I : SYNTHESIS OF α-SULFENYL - AND α-SULFINYL ACRYLIC DERIVATIVES.
Leyendecker, Francois,Comte, Marie-Therese
, p. 5031 - 5034 (2007/10/02)
The synthesis of α-thioarylated β-unsubstituted acrilic derivatives is reported.
THE AdNSNE MECHANISM IN THE REACTION OF PHENOL AND BENZENETHIOL WITH α-BROMO MICHAEL ACCEPTORS IN THE K2CO3-ACETONE SYSTEM
Rosnati, Vittorio,Saba, Antonio,Salimbeni, Aldo,Vettori, Umberto
, p. 249 - 256 (2007/10/02)
In the reaction of α-bromo Michael acceptors with either phenol or benzenethiol formal substitution of the vinylic bromine proceeds through addition of the phenolic reagent, followed by nucleophilic substitution and β-elimination (AdNSNE mechanism) in the system K2CO3-acetone.The process is shown to be stereospecific in the case of 2a,b and 3b,c, leading to the corresponding Z isomer.The reactivity of substrates 1-4 is discussed in terms of their structural features.
THE REACTIONS OF PHENOLIC REAGENTS WITH α-BROMO MICHAEL ACCEPTORS IN THE K2CO3-ACETONE SYSTEM. A STEREOSPECIFIC AdSNE PROCESS.
Rosnati, Vittorio,Saba, Antonio,Salimbeni, Aldo
, p. 167 - 168 (2007/10/02)
α-bromo Michael acceptors undergo ipso-substitution by phenol or benzenethiol in the K2CO3-acetone system, the reaction originating the (Z) isomers, via a stereospecific AdSNE process.
