19515-61-8Relevant articles and documents
Identification of rapid access to polycyclic systems via a base-catalyzed cascade cyclization reaction and their biological evaluation
Bollinger, John,Hadi, Victor,Ling, Taotao,Rivas, Fatima
, (2020)
A base-mediated cascade reaction between malonate esters and acrolein was developed to access complex polycyclic systems. This novel tandem reaction enables the simultaneous generation of up to seven new bonds and at least three new stereogenic centers. Mechanistic studies indicate a series of nucleophilic 1,4 and 1,6 Michael addition reactions occur, followed by an aldol condensation reaction, culminating in the formation of three fused rings. The compounds were characterized by NMR studies and the stereochemistry was confirmed by X-ray analysis. The ability to generate multigram quantities of such complex molecular scaffolds renders the method promising for medicinal chemistry campaigns. Herein, we also demonstrate that the lead compounds display promising anti-proliferative activities against human cancer cell models.
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Kryshtal',G.V. et al.
, (1978)
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Synthesis of methaprogerol analogs
Kryshtal,Zhdankina,Konoplyannikov,Tartakovsky,Serebryakov,Smirnov,Konoplyannikova,Agaeva,Zlotina
, p. 253 - 258 (2012)
Novel synthetic approaches towards analogs of methaprogerol, the efficient wound healing drug, were developed. Several hitherto unknown compounds obtained exhibited in vivo activity similar to methaprogerol. 2-(3-Dimethylaminopropyl)- 5-methylhex-4-enoic acid enhanced the efficacy of the treatment of diseases of various etiologies and different organ injuries by transplantation of mesenchymal stem cells (MSC) and MSC-derived cardiomyoblasts.
Enantioselective Synthesis of Substituted δ-Lactones by Cooperative Oxidative N-Heterocyclic Carbene and Lewis Acid Catalysis
Bera, Srikrishna,Daniliuc, Constantin G.,Studer, Armido
supporting information, p. 4940 - 4943 (2015/11/03)
Efficient construction of complex cylcopentane- or cyclohexane-fused δ-lactones employing redox activation of enals using a chiral N-heterocyclic carbene and LiCl as cooperative catalysts is described. The organocascade proceeds with excellent diastereo- (>99:1) and enantioselectivity (up to >99% ee) and comprises the formation of three bonds with three contiguous stereocenters.
