14273-92-8Relevant articles and documents
A Convenient Method of Preparing the Leukotriene Precursor Methyl 5-Oxopentanoate
Huckstep, Michael,Taylor, Richard J. K.,Caton, Michael P. L.
, p. 881 - 882 (1982)
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Molecular design of diene monomers containing an ester functional group for the synthesis of poly(diene sulfone)s by radical alternating copolymerization with sulfur dioxide
Matsumoto, Akikazu,Lee, Sungi,Okamura, Haruyuki
, p. 1000 - 1009 (2015)
Functional poly(diene sulfone)s are prepared by the radical alternating copolymerization of 1,3-diene monomers containing an ester substituent with sulfur dioxide. Methyl 3,5-hexadienoate (MH) and methyl 5,7-octadienoate (MO) with both an alkylene spacer and a terminal diene structure are suitable to produce a high-molecular-weight copolymer in a high yield, while the copolymerization of 5,7-nonadienoic acid, ethyl 2,4-pentadienoate, and ethyl 4-methyl-2,4-pentadienoate including either an alkylene spacer or a terminal diene structure lead to unsuccessful results. The 13C NMR chemical shift values of MH and MO suggest a high electron density at their reacting α-carbon for exhibiting a high copolymerization reactivity. Fluorene-containing diene monomers, 9-fluorenyl 3,5-hexadienoate (FH) and 9-fluorenyl 5,7-octadienoate (FO), are also prepared and copolymerized with sulfur dioxide. The thermal and optical properties of the poly(diene sulfone)s containing the methyl and fluorenyl ester substituents in the side chain are investigated.
Photocurable hard and porous biomaterials from ROMP precursors cross-linked with diyl radicals
Enholm, Eric,Joshi, Aarti,Wright, Dennis L.
, p. 5262 - 5265 (2005)
A combination of (ROMP) ring-opening metathesis polymerization and diradical (diyl) cross-linking provides a new access to hard biomaterials and potential artificial bone replacements. ROMP was used to construct soft and pliable linear polymers bearing photolabile diazene functions. After treatment with light, a nitrogen aerosol is released throughout the polymer to create desirable porosity, cross-linking, and hardening in a single step. Nonpolymeric mechanistic work supporting these studies was also examined.
Catalytic asymmetric synthesis of Leukotriene B4
Yang, Pengfei,Zhong, Jiangchun,Ji, Kaijie,Yin, Jingwei,Li, Shuoning,Wei, Siyuan,Zhou, Yun,Wang, Lifeng,Wang, Min,Bian, Qinghua
, p. 1596 - 1601 (2017)
Leukotriene B4 1 was prepared from two chiral synthons 8 and 14. The chiral secondary alcohols of 8 and 14 were constructed by BINOL/Ti(OiPr)4 catalyzed enantioselective alkynylzinc addition to aldehydes.
Oxidation of cyclic acetals by ozone in ionic liquid media
Van Doorslaer, Charlie,Peeters, Annelies,Mertens, Pascal,Vinckier, Chris,Binnemans, Koen,De Vos, Dirk
, p. 6439 - 6441 (2009)
The application of ozone-stable pyrrolidinium based ionic liquids as safe reaction media resulted in selective hydroxy ester formation upon ozonation of cyclic acetals without using low temperatures or acetylating reagents.
Enantioselective Total Synthesis of (+)-Heilonine
Cassaidy, Kyle J.,Rawal, Viresh H.
supporting information, p. 16394 - 16400 (2021/10/20)
Chemical transformations that rapidly and efficiently construct a high level of molecular complexity in a single step are perhaps the most valuable in total synthesis. Among such transformations is the transition metal catalyzed [2 + 2 + 2] cycloisomerization reaction, which forges three new C-C bonds and one or more rings in a single synthetic operation. We report here a strategy that leverages this transformation to open de novo access to the Veratrum family of alkaloids. The highly convergent approach described herein includes (i) the enantioselective synthesis of a diyne fragment containing the steroidal A/B rings, (ii) the asymmetric synthesis of a propargyl-substituted piperidinone (F ring) unit, (iii) the high-yielding union of the above fragments, and (iv) the intramolecular [2 + 2 + 2] cycloisomerization reaction of the resulting carbon framework to construct in a single step the remaining three rings (C/D/E) of the hexacyclic cevanine skeleton. Efficient late-stage maneuvers culminated in the first total synthesis of heilonine (1), achieved in 21 steps starting from ethyl vinyl ketone.
Site-Selective 1,1-Difunctionalization of Unactivated Alkenes Enabled by Cationic Palladium Catalysis
Jeon, Jinwon,Ryu, Ho,Lee, Changseok,Cho, Dasol,Baik, Mu-Hyun,Hong, Sungwoo
supporting information, (2019/07/03)
A palladium(II)-catalyzed 1,1-difunctionalization of unactivated terminal and internal alkenes via addition of two nucleophiles was developed using a cationic palladium(II) complex. The palladacycle generated in situ as a result of a regioselective addition of a nucleophile to the alkene can readily undergo regioselective β-hydride elimination and migratory insertion with a cationic palladium catalyst. The resulting η3-π-allyl palladium(II) complex is the key intermediate that reacts with a second nucleophile to furnish the desired 1,1-difunctionalization of the alkene. Under the optimized reaction conditions, a wide range of indoles and anilines add to alkene units of 3-butenoic or 4-pentenoic acid derivatives to afford the synthetically useful γ,γ- or δ,δ-difunctionalized products with excellent regiocontrol. Furthermore, by employing internal hydroxyl or acid groups and external carbon nucleophiles, this transformation enables unsymmetric 1,1-difunctionalization to forge challenging and important oxo quaternary carbon centers. Combining experiments and DFT calculations on the mechanism of the reaction is investigated in detail.
PYRAZOLE DERIVATIVES AS NHIBITORS OF THE WNT SIGNALLING PATHWAY
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Page/Page column 6; 34, (2019/09/18)
The present invention relates to a novel class of compounds as inhibitors of the Wnt signalling pathway. The best compounds showed potencies in the low micromolar range and high efficacies (> 80%) together with good microsomal stability. Furthermore, in v
