37524-18-8Relevant academic research and scientific papers
"Endo" and "Exo" Bicyclo[4.2.0]-octadiene Isomers from the Electrocyclization of Fully Substituted Tetraene Models for SNF 4435C and D. Control of Stereochemistry by Choice of a Functionalized Substituent
Parker, Kathlyn A.,Lim, Yeon-Hee
, p. 161 - 164 (2004)
(Matrix presented) A tandem electrocyclic closure, perceived as the key step in a biomimetic approach to SNF 4435C and D, was tested with 1,1,8-trisubstituted tetraene substrates. The ratio of endo:exo products could be controlled by the choice of the Rs
Regioselective functionalization of pyrones: Facile synthesis of 6-styrylpyrones via KHMDS-mediated aldol condensation
Basu, Manas K.,Mukkanti, K.,Samala, Ramakrishna
supporting information, (2022/01/03)
Herein, we disclose our efforts directed toward the synthesis of the kavalactone-based natural product penstyrylpyrone and other related 4-OMe-2-pyrones possessing diverse substituents at the 3-, 5-, and 7-positions. Further, a facile approach to access 6-styrylpyrones via the KHMDS-mediated regioselective aldol condensation of 2-pyrones is described with moderate substrate scope and good to high yields (58–80%). The utility of this methodology was exemplified by the stereoselective construction of desmethoxyyangonin, asnipyrone A, and asnipyrone B.
FtsZ and QseC double-target antibacterial molecule as well as preparation method and application thereof
-
Paragraph 0058, (2021/05/29)
The invention discloses an FtsZ and QseC double-target antibacterial molecule as well as a preparation method and application thereof. The structure of the antibacterial molecule is shown as a formula 1 defined in the description, wherein R1 is H, F, Cl,
Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades
Bower, John F.,Caiger, Lewis,García-Cárceles, Javier,Hazelden, Ian R.,Jones, Benjamin T.,Langer, Thomas,Lewis, Richard J.
supporting information, p. 15593 - 15598 (2021/10/12)
Structurally complex benzo- and spiro-fused N-polyheterocycles can be accessed via intramolecular Pd(0)-catalyzed alkene 1,2-aminoarylation reactions. The method uses N-(pentafluorobenzoyloxy)carbamates as the initiating motif, and this allows aza-Heck-type alkene amino-palladation in advance of C-H palladation of the aromatic component. The chemistry is showcased in the first total synthesis of the complex alkaloid (+)-pileamartine A, which has resulted in the reassignment of its absolute stereochemistry.
Synthesis of conjugated multiunsaturated thioesters via one-pot TiCl4-promoted aldol condensation
Boateng, Alex,Harada, Tokifumi,Ashikari, Yasuhiko,Nakajima, Makoto,Sugiura, Masaharu
, (2020/08/13)
TiCl4-promoted aldol condensations of S-4-chlorophenyl thioesters with enals or dienals led to the production of dienyl or trienyl thioesters in good yields. Due to good crystallinity, products with high E/Z ratios were obtained by simple filtr
Pd/Al2O3-catalysed redox isomerisation of allyl alcohol: Application in aldol condensation and oxidative heterocyclization reactions
Zsolnai, Dániel,Mayer, Péter,Szori, Kornél,London, Gábor
, p. 3814 - 3820 (2016/06/13)
The application of the Pd/Al2O3 catalyst in allyl alcohol isomerization and subsequent aldol condensation and heterocyclization reactions is described. The activity of Pd/Al2O3 in these transformations is suggested to be due to the participation of the Lewis acidic sites of the support in the activation of the alcohol towards oxidative dehydrogenation by the metal and subsequent hydride transfer. The resulting enol(ate)/aldehyde could undergo further reactions promoted by the acid-base properties of the support. In the aldol condensation reactions of the isomerization product, electron poor aromatic aldehydes and heteroaromatic aldehydes showed the highest activity, while aromatic aldehydes bearing electron donating substituents reacted after transformation to the corresponding N-tosyl imines. 1,2-Disubstituted aromatics gave heterocyclic products in one-pot multistep reaction sequences.
Selective photoisomerization of methyl substituted nitro diphenylbutadienes
Agnihotri, Harsha,Palakollu, Veerabhadra,Kanvah, Sriram
, p. 40 - 49 (2014/11/12)
A series of p-nitro substituted trans-diphenylbutadienes is synthesized and their photophysical and photochemical properties are investigated. All the dienes have a very low quantum yield of fluorescence but exhibit remarkable solvatochromic emission shifts attributed to twisted intramolecular charge transfer. Photochemical irradiation of simple p-nitro substituted diphenylbutadienes reveals inefficient or no detectable photoisomerization. However, substituting a methyl group on the butadiene chain of p-nitro substituted diphenylbutadiene or replacing the nitro group with cyano group yields the corresponding trans-cis isomers. In the case of simple nitrodienes, strong intramolecular charge transfer character in the excited state aids dissipation of absorbed energy through non-photochemical and non-radiative channels. The steric effect caused by the presence of methyl group lowers the isomerization barrier in methyl substituted dienes leading to a regioselective isomerization.
Microwave-assisted organocatalytic cross-aldol condensation of aldehydes
Limnios, Dimitris,Kokotos, Christoforos G.
, p. 4496 - 4499 (2013/05/09)
An environmentally benign organocatalytic cross-aldol condensation of aldehydes under microwave irradiation in the absence of solvent is described. Using pyrrolidine as a catalyst, an efficient and sustainable atom economic method was developed for the cross-aldol condensation of various aldehydes with excellent results. Among the products, jasmine aldehyde, α-hexyl cinnamaldehyde and cyclamen aldehyde, three compounds of great industrial demand, were synthesised.
Multifactorial control of iteration events in a modular polyketide assembly line
Busch, Benjamin,Ueberschaar, Nico,Behnken, Swantje,Sugimoto, Yuki,Werneburg, Martina,Traitcheva, Nelly,He, Jing,Hertweck, Christian
, p. 5285 - 5289 (2013/06/26)
Freedom and control: First insights into the rare programmed iteration of an individual polyketide synthase (PKS) module were obtained from the analysis and mutation of aureothin (1) synthase. The first ketosynthase (KS) domain primes the PKS, allowing intermediate retrotransfer. Addition of a designated loading module results in a complete loss of iteration. The downstream KS functions as a gatekeeper for correct chain length. Copyright
Interchenar retrotransfer of aureothin intermediates in an iterative polyketide synthase module
Busch, Benjamin,Ueberschaar, Nico,Sugimoto, Yuki,Hertweck, Christian
, p. 12382 - 12385 (2012/08/29)
The course of the enigmatic iterative use of a polyketide synthase module was deduced from targeted domain inactivation in the aureothin assembly line. Mutational analyses revealed that the N-terminus of AurA is not involved in the iteration process, ruli
