17920-23-9Relevant articles and documents
Synthesis of oligoenes that contain up to 15 double bonds from 1,6-heptadiynes
Czekelius, Constantin,Hafer, Jillian,Tonzetich, Zachary J.,Schrock, Richard R.,Christensen, Ronald L.,Mueller, Peter
, p. 16664 - 16675 (2006)
This paper reports the synthesis of polyene oligomers (" oligoenes") that contain up to 15 double bonds that are identical to the "all five-membered ring" species formed through cyclopolymerization of diisopropyldipropargylmalonate. The oligoenes contain
When cobalt-mediated [2 + 2 + 2] cycloaddition reaction dares go astray: Synthesis of unprecedented cobalt(III)-complexes
Delorme, Marion,Punter, Alexander,Oliveira, Raquel,Aubert, Corinne,Carissan, Yannick,Parrain, Jean-Luc,Amatore, Muriel,Nava, Paola,Commeiras, Laurent
, p. 15767 - 15771 (2019)
In sharp contrast with the standard [2 + 2 + 2] cycloaddition reaction of diyne/ene, cobalt-mediated cycloadditions with γ-alkylidenebutenolide led to unprecedented cobalt(iii) polycyclic complexes. A plausible mechanism supported by a computational study based on an unusual fragmentation of the butenolide moiety was postulated to account for this original reaction.
Practical Synthesis of Phosphinic Dipeptides by Tandem Esterification of Aminophosphinic and Acrylic Acids under Silylating Conditions
Kokkala, Paraskevi,Voreakos, Kostas,Lelis, Angelos,Patiniotis, Konstantinos,Skoulikas, Nikolaos,Devel, Laurent,Ziotopoulou, Angeliki,Kaloumenou, Eleni,Georgiadis, Dimitris
supporting information, (2022/02/21)
In this report, a synthetic protocol for the preparation of phosphinic dipeptides of type 5 is presented. These compounds serve as valuable building blocks for the development of highly potent phosphinopeptidic inhibitors of medicinally relevant Zn-metalloproteases and aspartyl proteases. The proposed method is based on the tandem esterification of α-aminophosphinic and acrylic acids under silylating conditions in order to subsequently participate in a P-Michael reaction. The scope of the transformation was investigated by using a diverse set of readily available acrylic acids and (R)-α-aminophosphinic acids, and high yields were achieved in all cases. In most examples reported herein, the isolation of biologically relevant (R,S)-diastereoisomers became possible by simple crystallization from the crude products, thus enhancing the operational simplicity of the proposed method. Finally, functional groups corresponding to acidic or basic natural amino acids are also compatible with the reaction conditions. Based on the above, we expect that the practicality of the proposed protocol will facilitate the discovery of pharmacologically useful bioactive phosphinic peptides.
VISUAL DETECTION OF PBD INDUCED DNA CROSSLINKS
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Page/Page column 49; 50, (2021/04/23)
The present invention relates to the field of oncology, laboratory tools and methods, and especially anti-tumor DNA crosslinking agents. Most patients with advanced solid tumors develop resistance to chemotherapy due to the ability of cancer cells to repair or tolerate sustained DNA damages. The inventors showed that the compounds according to the present invention allow the detection and visualization of alkylated DNA damages induced by PBDs without altering their DNA crosslinking ability. This enables the study of the effect and properties of PBDs. In particular, the present invention relates new derivates of PBD molecules and their synthesis. The present invention also relates to a method for visualizing DNA crosslinking; to a method for assessing the resistance of a tumor to a crosslinking agent and to a method for identifying a molecule or treatment for improving the efficiency of a crosslinking agent.
Gold-Catalyzed Hydrofluorination of Internal Alkynes Using Aqueous HF
Gauthier, Rapha?l,Mamone, Marius,Paquin, Jean-Fran?ois
supporting information, p. 9024 - 9027 (2019/11/14)
The gold-catalyzed hydrofluorination reaction of internal alkynes using hydrofluoric acid is reported. Notably, those conditions use one of the most economical sources of HF and are free of additional additives. Both symmetrical and unsymmetrical internal alkynes can be utilized, and the use of alkynes bearing a fluorinated group at the propargylic position as substrates allowed for a regioselective hydrofluorination reaction.
