425618-70-8Relevant academic research and scientific papers
Stereoselective formation of a 3,5-trans-disubstituted 1,4-tetramethylene- (tetrahydro-2,2-furylidene)ammonium salt in bromination of 2-phenylthiopent-4- enoic acid dialkylamide
Lozanova, Antonina V.,Ugurchieva, Tanzila M.,Zlokazov, Mikhail V.,Stepanov, Andrei V.,Veselovsky, Vladimir V.
, p. 15 - 16 (2006)
The reaction of N-(2-phenylthiopent-4-enoyl)pyrrolidine with bromine results in the stereoselective formation of 1,4-tetramethylene(5S*- bromomethyl-3R*-phenylthiotetrahydro-2,2-furylidene)ammonium bromide.
Homolytic bond dissociation enthalpies of the acidic H - A bonds caused by proximate substituents in sets of methyl ketones, carboxylic esters, and carboxamides related to changes in ground state energies
Bordwell,Zhang, Shizhong,Zhang, Xian-Man,Liu, Wei-Zhong
, p. 7092 - 7096 (1995)
Equilibrium acidities in DMSO were measured for the N-H bonds in 15 carboxamides, and the homolytic bond dissociation enthalpies (BDEs) for these bonds were estimated. For the N-H bonds in five aliphatic carboxamides, the average pKHA is 25.5 a
Development of Chiral Ureates as Chiral Strong Br?nsted Base Catalysts
Ishikawa, Sho,Kondoh, Azusa,Terada, Masahiro
supporting information, p. 3724 - 3728 (2020/03/11)
Recently, chiral Br?nsted bases having high basicity have emerged as a powerful tool in developing new catalytic enantioselective reactions. However, such chiral strong Br?nsted base catalysts are still very scarce. Herein, we report the development of a chiral anionic Br?nsted base having a N,N′-dialkyl ureate moiety as a basic site. Its prominent catalytic activity was demonstrated in the enantioselective addition reactions of α-thioacetamides as less acidic pronucleophiles with various electrophiles. Thus, the newly developed chiral catalyst with high accessibility and structural tunability would expand the scope of viable enantioselective transformations under Br?nsted base catalysis.
Direct access to α-sulfenylated amides/esters: Via sequential oxidative sulfenylation and C-C bond cleavage of 3-oxobutyric amides/esters
Jiang, Yi,Deng, Jie-Dan,Wang, Hui-Hong,Zou, Jiao-Xia,Wang, Yong-Qiang,Chen, Jin-Hong,Zhu, Long-Qing,Zhang, Hong-Hua,Peng, Xue,Wang, Zhen
supporting information, p. 802 - 805 (2018/02/06)
An efficient, environmentally benign and unprecedented synthesis of various α-sulfenylated amides/esters has been developed under oxygen atmosphere. The reaction shows good functional group tolerance and excellent chemo/regioselectivity. All the desired products were obtained in moderate to excellent yields, even on the gram scale. Practically, the related α-thiol Weinreb amide can be readily transferred to a series of prospective compounds, and selenium atom can be introduced to the α-sites of the amides in high yields.
Stereoselective synthesis of 2,4-disubstituted butanolides
Lozanova,Ugurchieva,Veselovsky
, p. 130 - 136 (2008/02/08)
A series of 2,4-disubstituted butanolides was prepared based on the trans-stereoselective electrophilic cyclization of substituted N-(pent-4-enoyl)pyrrolidines. The butanolides may be considered as synthons for this type of natural products. Springer Scie
