91004-30-7Relevant academic research and scientific papers
Microwave-Assisted 1,3-Dioxa-[3,3]-Sigmatropic Rearrangement of Substituted Allylic Carbamates: Application to the Synthesis of Novel 1,3-Oxazine-2,4-dione Derivatives
Bou Zeid, Samar,Eid, Samar,Najjar, Fadia,Macé, Aurélie,Rivilla, Ivan,Cossío, Fernando P.,Dorcet, Vincent,Roisnel, Thierry,Carreaux, Fran?ois
supporting information, (2021/11/22)
In a first instance, the effect of the microwave irradiation on the 1,3-Dioxa-[3,3]-sigmatropic rearrangement of aryl allylic carbamates was investigated. Under these new conditions, the reaction acceleration was clearly highlighted compared to convention
Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures
Delost, Michael D.,Njardarson, Jon T.
supporting information, p. 6121 - 6125 (2021/08/16)
We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.
The Pharmacological Heterogeneity of Nepenthone Analogs in Conferring Highly Selective and Potent κ-Opioid Agonistic Activities
Li, Wei,Long, Jian-Dong,Qian, Yuan-Yuan,Long, Yu,Xu, Xue-Jun,Wang, Yu-Jun,Shen, Qing,Wang, Zuo-Neng,Yang, Xi-Cheng,Xiao, Li,Sun, Hong-Peng,Xu, Yu-Long,Chen, Yi-Yi,Xie, Qiong,Wang, Yong-Hui,Shao, Li-Ming,Liu, Jing-Gen,Qiu, Zhui-Bai,Fu, Wei
, p. 766 - 776 (2017/04/26)
To develop novel analgesics with no side effects or less side effects than traditional opioids is highly demanded to treat opioid receptor mediated pain and addiction issues. Recently, κ-opioid receptor (KOR) has been established as an attractive target,
Manganese(III) acetate mediated oxidative radical cyclizations. Toward vicinal all-carbon quaternary stereocenters
Logan, Angus W.J.,Parker, Jeremy S.,Hallside, Michal S.,Burton, Jonathan W.
supporting information; experimental part, p. 2940 - 2943 (2012/08/28)
Manganese(III) acetate mediated oxidative radical cyclizations have been used to synthesize a range of densely functionalized and sterically congested cyclopentane-lactones. A number of the resulting lactones contain vicinal all-carbon quaternary stereocenters adjacent to a tertiary benzylic stereocenter and are formed with high levels of stereocontrol.
Ruthenium-catalyzed synthesis of allylic alcohols: Boronic acid as a hydroxide source
Bouziane, Asmae,Helou, Marion,Carboni, Bertrand,Carreaux, Francois,Demerseman, Bernard,Bruneau, Christian,Renaud, Jean-Luc
experimental part, p. 5630 - 5637 (2009/05/27)
Secondary allylic alcohols were synthesized from linear allylic halides or carbonates using a catalytic amount of a ruthenium complex in the presence of boronic acid. The effects of solvent, base, ruthenium precursor, and boronic acid were fully explored, and the scope of the reaction was extended to various sub-strates. We also describe a preliminary investigation towards an enantioselective process.
[(NHC)Au1]-catalyzed rearrangement of allylic acetates
Marion, Nicolas,Gealageas, Ronan,Nolan, Steven P.
, p. 2653 - 2656 (2008/02/09)
Equation Presented [(NHC)AuCl] complexes (NHC = N-heterocyclic carbene), in conjunction with a silver salt, were found to efficiently catalyze the rearrangement of allylic acetates under both conventional and microwave-assisted heating. The optimization of several reaction parameters (solvent, silver salt, and ligand) as well as a study of the reaction scope are reported. The steric hindrance of the ligand bound to gold was found crucial for the outcome of the reaction as only extremely bulky ligands permitted the isomerization.
