1186523-52-3Relevant academic research and scientific papers
Highly enantioselective Michael addition of ketones to nitroolefins with a pyrrolidine-based phthalimide as an enamine-type organocatalyst
Ban, Shu-Rong,Xie, Hong-Yu,Zhu, Xi-Xia,Li, Qing-Shan
, p. 6413 - 6417 (2011)
A new type of pyrrolidine-based phthalimide and otheranalogous imide catalysts 5a-c were found to be efficient organocatalysts for the asymmetric Michael reaction of ketones to nitroalkenes. After fine optimization of solvents, temperature, and the additi
Synthesis of binaphthyl sulfonimides and their application in the enantioselective Michael addition of ketones to nitroalkenes
Ban, Shurong,Du, Da-Ming,Liu, Han,Yang, Wen
, p. 5160 - 5164 (2010)
Novel types of L-proline-based binaphthyl sulfonimides and sulfonamides were found to be efficient organocatalysts for the asymmetric Michael addition of ketones to nitroalkenes to provide optically active γ-nitroketone derivatives of synthetic and biolog
4-Fluoro and 4-hydroxy pyrrolidine-thioxotetrahydropyrimidinones: Organocatalysts for green asymmetric transformations in brine
Kaplaneris, Nikolaos,Koutoulogenis, Giorgos,Raftopoulou, Marianna,Kokotos, Christoforos G.
, p. 5464 - 5473 (2015/06/16)
The synthesis of both trans- and cis-diastereomers of pyrrolidinine-thioxotetrahydropyrimidinone bearing either a fluorine or a hydroxyl group was accomplished. The new compounds were tested for their catalytic properties in a variety of asymmetric organic transformations and compared with the first generation catalyst. It was found that the new catalysts could efficiently catalyze the reactions in brine, without the use of organic solvent, and by employing an almost stoichiometric amount of reagents. Thus, the products were isolated by simple extractions, avoiding the use of chromatography in excellent yields, diastereoselectivities, and enantioselectivities.
Tropos biphenol derived chiral thiophosphoramide catalysed highly diastereo- and enantioselective michael addition of cyclic ketones to nitro olefins
Lu, Aidang,Wu, Ronghua,Wang, Youming,Zhou, Zhenghong,Wu, Guiping,Fang, Jianxin,Tang, Chuchi
experimental part, p. 122 - 127 (2011/03/21)
Chirality transfer from (S)-2-(aminomethyl)pyrrolidine to the tropos biphenyl skeleton has been observed in the preparation of a chirally flexible biphenol-derived novel chiral thiophosphoramide to afford exclusively the thermodynamically favoured diaster
Chiral thiophosphoramidate-catalyzed asymmetric michael addition of ketones to nitro olefins
Lu, Aidang,Wu, Ronghua,Wang, Youming,Zhou, Zhenghong,Wu, Guiping,Fang, Jianxin,Tang, Chuchi
supporting information; experimental part, p. 2057 - 2061 (2010/06/13)
A novel type of pyrrolidine-based chiral (thio)phosphoramidates was synthesized. Among them, compound (S,aR)-3d was proven to be an effective bifunctional organocatalyst for the asymmetric Michael addition of ketones to nitro olefins. The corresponding adducts were obtained in good to excellent chemical yields with high levels of diastereo- and enantioselectivities (up to >99:1 dr and 99%ee).
Highly enantio- and diastereoselective Michael addition of cyclohexanone to nitroolefins catalyzed by a chiral glucose-based bifunctional secondary amine-thiourea catalyst
Lu, Aidang,Gao, Peng,Wu, Yang,Wang, Youming,Zhou, Zhenghong,Tang, Chuchi
experimental part, p. 3141 - 3147 (2011/03/17)
A novel bifunctional thiourea bearing a saccharide-scaffold and a secondary amino group was synthesized, and was proven to be an effective organocatalyst for the asymmetric Michael reaction of cyclohexanone to both aryl and alkyl nitroolefins. The corresp
