960240-67-9Relevant academic research and scientific papers
Enantioselective Synthesis of β-Nitro Phosphonates Catalyzed by a Secondary Amine Bisthiourea
Nazish, Mohd,Jakhar, Ajay,Gupta, Naveen,Khan, Noor-Ul H.,Kureshy, Rukhsana I.
supporting information, p. 1385 - 1389 (2018/05/03)
An enantioselective Michael addition of diphenyl phosphonate to nitroalkenes has been developed by using a secondary amine bisthiourea catalyst to access enantiomerically enriched β-nitro phosphonates. In this reaction, molecular sieves play a key role in achieving high and reproducible yields with a high enantioselectivities of up to 99% at -10 °C. A probable mechanism for the enantioselective Michael addition reaction was established by means of an NMR spectroscopic study.
Enantioselective phospha-michael reaction of diphenyl phosphonate with nitroolefins utilizing conformationally flexible guanidinium/bisthiourea organocatalyst: Assembly-state tunability in asymmetric organocatalysis
Sohtome, Yoshihiro,Horitsugi, Natsuko,Takagi, Rika,Nagasawa, Kazuo
experimental part, p. 2631 - 2636 (2011/11/29)
A catalytic enantioselective phospha-Michael reaction of diphenyl phosphonate to nitroolefins was achieved by utilizing a 1,3-diamine-tethered guanidinium/bisthiourea organocatalyst. The procedure is applicable to nitroolefins having various aromatic and
Thiourea catalyzed organocatalytic enantioselective Michael addition of diphenyl phosphite to nitroalkenes
Alcaine, Ana,Marques-Lopez, Eugenia,Merino, Pedro,Tejero, Tomas,Herrera, Raquel P.
experimental part, p. 2777 - 2783 (2011/05/04)
Bifunctional thiourea catalyzes the enantioselective Michael addition reaction of diphenyl phosphite to nitroalkenes. This methodology provides a facile access to enantiomerically enriched β-nitrophosphonates, precursors for the preparation of synthetically and biologically useful β-aminophosphonic acids. DFT level of computational calculations invoke the attack of the diphenyl phosphite to the nitroolefin by the Re face, this give light to this scarcely explored process update in the literature. The computational calculations support the absolute configuration obtained in the final adducts.
Quinidine thiourea-catalyzed enantioselective synthesis of β-nitrophosphonates: Beneficial effects of molecular sieves
Abbaraju, Santhi,Bhanushali, Mayur,Zhao, Cong-Gui
experimental part, p. 7479 - 7484 (2011/10/09)
An efficient method for enantioselective synthesis of β- nitrophosphonates via the Michael addition of diphenyl phosphite to nitroalkenes using the readily available quinidine thiourea organocatalyst has been developed. The desired β-nitrophosphonates wer
Enantioselective 1,4-addition reactions of diphenyl phosphite to nitroalkenes catalyzed by an axially chiral guanidine
Terada, Masahiro,Ikehara, Takashi,Ube, Hitoshi
, p. 14112 - 14113 (2008/09/16)
A highly enantioselective 1,4-addition reaction of nitroalkenes with diphenyl phosphite was successfully accomplished using a newly developed axially chiral guainidine catalyst. A broad range of nitroalkenes, bearing not only aromatic but also aliphatic s
