35901-76-9Relevant articles and documents
Photo-Organocatalytic Enantioselective Radical Cascade Reactions of Unactivated Olefins
Bonilla, Pablo,Rey, Yannick P.,Holden, Catherine M.,Melchiorre, Paolo
supporting information, p. 12819 - 12823 (2018/09/20)
Radical cascade processes are invaluable for their ability to rapidly construct complex chiral molecules from simple substrates. However, implementing catalytic asymmetric variants is difficult. Reported herein is a visible-light-mediated organocatalytic strategy that exploits the excited-state reactivity of chiral iminium ions to trigger radical cascade reactions with high enantioselectivity. By combining two sequential radical-based bond-forming events, the method converts unactivated olefins and α,β-unsaturated aldehydes into chiral adducts in a single step. The implementation of an asymmetric three-component radical cascade further demonstrates the complexity-generating power of this photochemical strategy.
Nickel-Catalyzed Stereoselective Dicarbofunctionalization of Alkynes
Li, Zhaodong,García-Domínguez, Andrés,Nevado, Cristina
supporting information, p. 6938 - 6941 (2016/06/13)
A nickel-catalyzed three-component reaction involving terminal alkynes, boronic acids, and alkyl halides is presented herein. Trisubstituted alkenes can be obtained in a highly regio- and stereocontrolled manner by the simultaneous addition of both aryl and alkyl groups across the triple bond in a radical-mediated process. The reaction, devoid of air- and moisture-sensitive organometallic reagents and catalysts, is operationally simple and offers a broad scope and functional-group tolerance. Triple whammy: A nickel-catalyzed three-component reaction involving terminal alkynes, boronic acids, and alkyl halides produces trisubstituted alkenes in a highly regio- and stereocontrolled fashion. The reaction, devoid of air- and moisture-sensitive organometallic reagents and catalysts, is operationally simple and offers a broad scope and functional-group tolerance.
Stereocontrolled total syntheses of optically active furofuran lignans
Inai, Makoto,Ishikawa, Ryo,Yoshida, Naoto,Shirakawa, Nana,Akao, Yusuke,Kawabe, Yusuke,Asakawa, Tomohiro,Egi, Masahiro,Hamashima, Yoshitaka,Kan, Toshiyuki
, p. 3513 - 3521 (2015/11/17)
Plant products (+)-sesamin, (+)-sesaminol, (+)-methylpiperitol, (+)-aschantin, and (+)-5'-hydroxymethylpiperitol were synthesized in a highly stereocontrolled manner through l-proline-catalyzed bifunctional-urea-accelerated cross-aldol reaction, followed by biomimetic construction of the furofuran lignan skeleton through a quinomethide intermediate.
A dehydrogenative diels-alder reaction of prenyl derivatives with 2,3-dichloro-5,6-dicyanobenzoquinone
Feng, Hong-Xia,Wang, Yuan-Yuan,Chen, Jie,Zhou, Ling
, p. 940 - 944 (2015/03/30)
An efficient dehydrogenative Diels-Alder (DHDA) reaction of prenyl derivatives with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) has been developed under mild conditions, leading to a series of cyclohexene derivatives with good to excellent yields and excellent diastereoselectivity.
Total syntheses of (+)-sesamin and (+)-sesaminol
Ishikawa, Ryo,Yoshida, Naoto,Akao, Yusuke,Kawabe, Yusuke,Inai, Makoto,Asakawa, Tomohiro,Hamashima, Yoshitaka,Kan, Toshiyuki
supporting information, p. 1572 - 1574 (2015/02/19)
Total syntheses of (+)-sesamin (1a ) and (+)-sesaminol (1b), which are major components of sesame lignans derived from Sesamum indicum, were accomplished in a highly stereo-controlled manner. Key steps include an L-proline-catalyzed cross-a ldol reaction, which was accelerated with the aid of bifunctional urea 7, and the construction of a furofuran lignan skeleton through a quinomethide intermediate.
Novel isoprenoyl nanoassembled prodrug for paclitaxel delivery
Mura, Simona,Zouhiri, Fatima,Lerondel, Stephanie,Maksimenko, Andrei,Mougin, Julie,Gueutin, Claire,Brambilla, Davide,Caron, Joachim,Sliwinski, Eric,Lepape, Alain,Desmaele, Didier,Couvreur, Patrick
, p. 1840 - 1849 (2014/01/06)
A new paclitaxel (Ptx) prodrug was designed by coupling a single terpene unit (MIP) to the hydroxyl group in position 2′ of the drug molecule. Using a squalene derivative of polyethylene glycol (SQ-PEG) as surface active agent, the resulting bioconjugate (PtxMIP) self-assembled in water leading to the formation of stable nanoparticles (PtxMIP-SQ-PEG NPs) with an impressively high drug loading (82%). In vivo, the anticancer activity of this novel Ptx nanoassembled prodrug was compared to the conventional Cremophor-containing formulation (Taxol) on a murine model of breast cancer lung metastasis induced by intravenous injection of 4T1 tumor cells, genetically modified to stably express firefly luciferase. Cell growth was assessed noninvasively by bioluminescence imaging (BLI) which enabled monitoring tumor metastatic burden in the same animals. PtxMIP-SQ-PEG nanoparticles slowed metastatic spread and were better tolerated than the Cremophor-containing formulation (i.e., free drug), thus demonstrating the potential of terpene-based nanoassembled prodrugs in the improvement of the therapeutic index of Ptx in balb/c mice.
TERTIARY ALCOHOL DERIVATIVE, POLYMER COMPOUND AND PHOTORESIST COMPOSITION
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Page/Page column 16, (2009/02/11)
(1) A polymer compound for photoresist composition which is high in dissolution rate in a developing solution after exposure and small swelling at the development and (2) a compound which is a raw material for such a polymer compound are provided. Further
Diagnostic imaging methods using rhenium and technetium complexes containing a hypoxia-localizing moiety
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, (2008/06/13)
Novel methods, processes and metal complexes attached to a hypoxia-localizing moiety comprising a metal, preferably radionuclide of rhenium or technetium; a hypoxia-localizing moiety; and, a complexing ligand, wherein said ligand and said radionuclide combined have cell membrane permeabilities greater than that of sucrose, are disclosed.
