75714-60-2Relevant academic research and scientific papers
Oxidation of BINOLs by Hypervalent Iodine Reagents: Facile Synthesis of Xanthenes and Lactones
Wirth, Thomas,Zhang, Huaiyuan
supporting information, (2022/03/17)
Xanthene derivatives have broad applications in medicines, fluorescent probes, dyes, food additives, etc. Therefore, much attention was focused on developing the synthetic methods to prepare these compounds. Binaphthyl-based xanthene derivatives were prepared through the oxidation of BINOLs promoted by the hypervalent iodine reagent iodosylbenzene (PhIO). Nine-membered lactones were obtained through a similar oxidative reaction when iodoxybenzene (PhIO2) was used. Additionally, one-pot reactions of BINOLs, PhIO and nucleophiles such as alcohols and amines were also investigated to provide alkoxylated products and amides in good to excellent yields.
Synthesis of Chiral 3,3?-Disubstituted (S)-BINOL Derivatives via the Kumada and Suzuki Coupling and Their Antibacterial Activity
Ankireddy, A. Reddy,Paidikondala,Syed,Gundla,Reddy, Ch. Venkata Ramana,Ganapathi
, p. 1507 - 1517 (2020/09/21)
Abstract: A new series of 3,3?-disubstituted chiral (S)-BINOL derivatives 6a–6k has been synthesized viathe Kumada and Suzuki–Miyaura coupling reactions using (S)-BINOL as the initial compound. The Kumada coupling has beenfound to be superior in terms of
INHIBITORS OF GLUCOSE TRANSPORTERS (GLUTS)
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Page/Page column 58-59, (2020/03/29)
The present invention relates to 2,6-methanobenzo[g][1]oxacin-4-onecompounds and their analog compounds and pharmaceutically acceptable salts thereof as selective inhibitor of glucose transporters 1 and 3 (GLUTs 1 and 3), to methods of preparing said compounds, and to the use thereof as pharmaceutically active agents, especially for the prophylaxis and/or treatment of metabolic diseases, immunological diseases, autoimmune diseases, inflammation, graft versus host disease, cancer, and metastasis thereof. Furthermore, the present invention is directed to pharmaceutical composition comprising at least one of 2,6-methanobenzo[g][1]oxacin-4-one compounds and their analog compounds.
RETRACTED ARTICLE: Enantioselective organocatalytic hantzsch synthesis of polyhydroquinolines
Evans, Christopher G.,Gestwicki, Jason E.
supporting information; experimental part, p. 2957 - 2959 (2009/12/05)
The four-component Hantzsch reaction provides access to pharmaceutically important dihydropyridines. To expand the utility of this method, we have developed a route under organocatalytic conditions with good yields and excellent ee's. Through catalyst scr
Formal total synthesis of (+)-diepoxin σ
Wipf, Peter,Jung, Jae-Kyu
, p. 6319 - 6337 (2007/10/03)
The highly oxygenated antifungal anticancer natural product (±)-diepoxin σ was prepared in 10 steps and in 15% overall yield from O-methylnaphthazarin. Highlights of the synthetic work include an Ullmann coupling and a possibly biomimetic oxidative spirocyclization for the introduction of the naphthalene ketal as well as the use of a retro-Diels-Alder reaction to unmask the reactive enone moiety in the naphthoquinone bisepoxide ring system. A novel highly bulky chiral binaphthol ligand was developed for a boron-mediated Diels-Alder reaction that constitutes a formal asymmetric total synthesis of (+)-diepoxin σ.
Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; ligand variation and non-linear effects
Arnold, Leggy A.,Imbos, Rosalinde,Mandoli, Alessandro,De Vries, André H.M.,Naasz, Robert,Feringa, Ben L.
, p. 2865 - 2878 (2007/10/03)
A variety of new chiral phosphoramidites was synthesised and tested in the copper-catalysed enantioselective conjugate addition of diethylzinc to cyclohexenone and chalcone in order to assess the structural features that are important for stereocontrol. A
Chiral Mo-binol complexes: Activity, synthesis, and structure. Efficient enantioselective six-membered ring synthesis through catalytic metathesis
Zhu, S. Sherry,Cefalo, Dustin R.,La, Daniel S.,Jamieson, Jennifer Y.,Davis, William M.,Hoveyda, Amir H.,Schrock, Richard R.
, p. 8251 - 8259 (2007/10/03)
A new class of chiral Mo-based complexes 2a and 2b, bearing functionalized chiral binol ligands, is disclosed. Mo complex 2a promotes the asymmetric ring-closing metathesis (ARCM) of various dienes and trienes to afford six-membered carbo- and heterocycle
Host-Guest Complexation. 23. High Chiral Recognition of Amino Acid and Ester Guests by Hosts Containing One Chiral Element
Lingenfelter, David S.,Helgeson, Roger C.,Cram, Donald J.
, p. 393 - 406 (2007/10/02)
The chiral recognition properties of ten enantiomerically pure hosts toward the enantiomers of six different amino acids and their methyl esters have been examined.The hosts possessed the general structure (A)2D(OEOEO)2E, in which D is the chiral 1,1'-din
