2351-97-5Relevant academic research and scientific papers
Isolation of intermediary anti-aldol adducts of the Horner-Wadsworth-Emmons reaction utilizing direct titanium-aldol addition and successive Br?nsted acid promoted stereoselective elimination leading to (Z)-α,β-unsaturated esters
Katayama, Mayumi,Nagase, Ryohei,Mitarai, Kumi,Misaki, Tomonori,Tanabe, Yoo
, p. 129 - 132 (2006)
The reagent TiCl4-Et3N was used in the Horner-Wadsworth-Emmons (HWE)-type reaction of triethylphosphonocarboxylates with aldehydes, wherein unstable intermediary aldol adducts were isolated with anti-selectivity. Subsequent Br?nsted acid promoted stereoselective elimination was successfully performed using TBS-benzamide-pyridinium triflate to give the less-accessible Z-α,β-unsaturated esters. Georg Thieme Verlag Stuttgart.
Magnetically recoverable nanostructured Pd complex of dendrimeric type ligand on the MCM-41: Preparation, characterization and catalytic activity in the Heck reaction
Abdollahi-Alibeik, Mohammad,Gharibpour, Najmeh,Ramazani, Zahra
, p. 184 - 199 (2020/11/19)
A palladium complex of a dendrimer type ligand of aminoethylacrylamide immobilized onto the mesoporous channels of MCM-41 with magnetic core was prepared and characterized using various techniques such as XRD, TEM, BET, FT-IR, TGA, and VSM. The prepared nanostructured material was found as a magnetically recoverable catalyst for Heck reaction of aryl halides and vinylic C-H. The catalyst is easily recoverable with an external magnet and is reusable with different leaching amounts depending to loading of Pd. A hot filtration test was also performed and gave evidence that Palladium in heterogeneous samples can dissolve and then redeposit on the surface of the support material.
Stereoselective synthesis of α-methyl and α-alkyl ketones from esters and alkenes: Via cyclopropanol intermediates
Barysevich, Maryia V.,Kazlova, Volha V.,Kukel, Aliaksandr G.,Liubina, Aliaksandra I.,Hurski, Alaksiej L.,Zhabinskii, Vladimir N.,Khripach, Vladimir A.
supporting information, p. 2800 - 2803 (2018/03/21)
Alkenes bearing a stereocenter in the allylic position were found to undergo Kulinkovich hydroxycyclopropanation with good diastereoselectivity. For the isomerization of the resulting cyclopropanols to diastereomerically enriched α-methyl ketones, a new mild regioselective method has been developed. A sequence of stereoselective cyclopropanation and cyclopropanol ring opening was successfully employed for the construction of the C20 stereocenter in steroids.
Design, synthesis, and evaluation, derivatives of the fat-accumulation inhibitor ternatin: Toward ternatin molecular probes
Kawazoe, Yoshinori,Tanaka, Yoko,Omura, Sachikazu,Uemura, Daisuke
supporting information, p. 4445 - 4447 (2014/08/05)
Ternatin, a cyclic heptapeptide derived from mushroom, strongly inhibits fat accumulation in 3T3-L1 adipocytes. However, its mechanism of action remains unclear. In this Letter, we designed, synthesized, and evaluated its derivatives for use as molecular probes to isolate its target protein. Finally, we successfully established a pair of ternatin molecular probes.
Structural effects in pyrazolidinone-mediated organocatalytic Diels-Alder reactions
Gould, Eoin,Lebl, Tomas,Slawin, Alexandra M.Z.,Reid, Mark,Smith, Andrew D.
experimental part, p. 8992 - 9008 (2011/01/04)
A range of pyrazolidin-3-ones have been prepared and their activity as catalysts for iminium-ion promoted Diels-Alder reactions evaluated. Systematic variation of the C(5)- and N(2)-substituents indicates that the incorporation of an electron withdrawing
Diels-alder cycloaddition strategy for kinetic resolution of chiral pyrazolidinones
Sibi, Mukund P.,Kawashima, Keisuke,Stanley, Levi M.
supporting information; experimental part, p. 3894 - 3897 (2009/12/05)
A rare example of the application of a catalytic, enantioselective Diels-Alder cycloaddition to affect a kinetic resolution has been developed. Chiral pyrazolidinones are resolved with high selectivity through a process that utilizes a relay of stereochemical information from a permanent chiral center to a fluxional chiral center to enhance the inherent selectivity of the chiral Lewis acid catalyst.
Selective hydrogenation of simple and functionalized conjugated dienes using a binuclear palladium complex catalyst precursor
Cho, In Sik,Alper, Howard
, p. 5673 - 5676 (2007/10/02)
The selective 1,2-hydrogenation of simple and functionalized conjugated dienes is catalyzed by preactivation of the binuclear palladium complex, [(Bu(t)2PH)PdPBu(t)2]2 with oxygen, in THF at room temperature and 1 atm of hydrogen pressure, to form monoenes in excellent yield.
Enantioselective Total Synthesis of Doliculide, a Potent Cytotoxic Cyclodepsipeptide of Marine Origin and Structure-Cytotoxicity Relationships of Synthetic Doliculide Congeners
Ishiwata, Hiroyuki,Sone, Hiroki,Kigoshi, Hideo,Yamada, Kiyoyuki
, p. 12853 - 12882 (2007/10/02)
The total synthesis of doliculide (1), a potent cytotoxic cyclodepsipeptide from the Japanese sea hare Dolabella auricularia, has been achieved.The key step of the synthesis is the construction of the sereogenic centers of a 15-carbon polyketide-derived d
The Horner-Wadsworth-Emmons Modification of the Wittig Reaction Using Triethylamine and Lithium or Magnesium Salts
Rathke, Michael W.,Nowak, Michael
, p. 2624 - 2626 (2007/10/02)
A variety of aldehydes were converted into the corresponding α,β-unsaturated esters using triethyl phosphonoacetate and triethylamine in the presence of lithium or magnesium halides.Under the same conditions, simple methyl ketones were unreactive.
