1552-92-7Relevant articles and documents
Synthetic spirocyclic endoperoxides: New antimalarial scaffolds
Brindisi, Margherita,Gemma, Sandra,Kunjir, Sanil,Di Cerbo, Luisa,Brogi, Simone,Parapini, Silvia,D'Alessandro, Sarah,Taramelli, Donatella,Habluetzel, Annette,Tapanelli, Sofia,Lamponi, Stefania,Novellino, Ettore,Campiani, Giuseppe,Butini, Stefania
, p. 357 - 362 (2015)
Here we report the development of a straightforward synthetic procedure for the preparation of spirocyclic endoperoxides as synthetic analogues of the natural product dihydroplakortin. The peroxides presented here are more potent antiplasmodials than dihydroplakortin itself and we proved for the first time their antimalarial activity in vivo. This journal is
Cyclopropanation in Vinyl Radical Cyclizations: the Importance of Structural Constraints.
Denis, Real C.,Rancourt, Jean,Ghiro, Elise,Boutonnet, Francois,Gravel, Denis
, p. 2091 - 2094 (1993)
Cyclopropanation has been observed as sole reaction path in the vinyl radical cyclization of bicyclic olefins 1a and 1b.Additional models have been prepared to study the influence of structural parameters on the origin of this unusual reactivity.Structural constraints in the intermediate homoallyl radical formed stand out as the dominating factor in this case.
Claisen rearrangement based methodology for the spiroannulation of a cyclopentane ring. Formal total synthesis of (±)-acorone and isoacorones
Srikrishna,Praveen Kumar
, p. 8189 - 8195 (2000)
A Claisen rearrangement based methodology for spiroannulation of a cyclopentane ring to cyclic precursors and its application in the formal total synthesis of acorones 1 is described. Thus, Claisen rearrangement of 2-cycloalkylideneethanols 12 with 2-methoxypropene and a catalytic amount of mercuric acetate generates 4,4-substituted hex-5-en-2-ones 13. Ozonolytic cleavage of the terminal olefin in the enones 13 and intramolecular aldol condensation of the resulting keto-aldehydes 14 furnishes the spiroannulated compounds 15. (C) 2000 Elsevier Science Ltd.
Synthesis and Exploration of Abscisic Acid Receptor Agonists Against Dought Stress by Adding Constraint to a Tetrahydroquinoline-Based Lead Structure
Baltz, Rachel,Bojack, Guido,Dittgen, Jan,Fischer, Christian,Frackenpohl, Jens,Freigang, J?rg,Getachew, Rahel,Grill, Erwin,Helmke, Hendrik,Hohmann, Sabine,Lange, Gudrun,Lehr, Stefan,Porée, Fabien,Schmidt, Jana,Schmutzler, Dirk,Yang, Zhenyu
supporting information, p. 3442 - 3457 (2021/06/25)
New oxotetrahydroquinolinyl- and oxindolinyl sulfonamides interacting with RCAR/(PYR/PYL) receptor proteins were identified as lead structures against drought stress in crops starting from protein docking studies of a sulfonamide lead structure, followed by in-depth SAR studies. Optimized five to six step synthetic approaches via substituted amino oxo-tetrahydro-quinolines and amino oxo-indolines as essential intermediates gave access to the envisaged oxo-tetrahydroquinolinyl and oxindolinyl sulfonamides. Whilst oxo-tetrahydroquinolinyl sulfonamides with additional carbon substituents or spiro-cycloalkyl groups exhibited only low to moderate target affinities, the corresponding spiro-oxindolinyl and oxo-tetrahydroquinolinyl sulfonamides carrying optimized N-substituents revealed strong interactions with RCAR/(PYR/PYL) receptor proteins in Arabidopsis thaliana. Remarkably, the in vitro activity observed for these new compounds was on the same level as observed for the naturally occurring plant hormone in line with strong efficacy against drought stress in-vivo (canola and wheat as broad-acre crops).
Visible-Light-Promoted Intramolecular α-Allylation of Aldehydes in the Absence of Sacrificial Hydrogen Acceptors
Liu, Feng,Liu, Jia-Li,tu, Jia-Lin
supporting information, p. 7369 - 7372 (2020/10/05)
We report herein an unprecedented protocol for radical cyclization of aldehydes with pendant alkenes via synergistic photoredox, cobaloxime, and amine catalysis. The transformation was achieved in the absence of external oxidants, providing a variety of 5-, 6-, and 7-membered ring products with alkene transposition in satisfactory yields. The reaction exhibits wide functional group compatibility and occurs under mild conditions with extrusion of H2.
