146476-38-2Relevant academic research and scientific papers
Asymmetric kinetic resolution of sulfides for the construction of unsymmetric sulfides and chiral 3,3-disubstituted oxindoles
Wang, Kaiye,Xiang, Yanan,Shi, Zhujun,Wang, Hongyu,Li, Na,Tang, Bo
, p. 6351 - 6354 (2019/07/10)
A range of 3,3-disubstituted oxindoles accessed using para-quinone methides derived from isatins with thiols were used for the formation of unsymmetrical disulfides, and 3,3-disubstituted oxindoles with a chiral quaternary carbon center and unsymmetric di
Synthesis of iron P-N-P' and P-NH-P asymmetric hydrogenation catalysts
Sonnenberg, Jessica F.,Lough, Alan J.,Morris, Robert H.
, p. 6452 - 6465 (2015/02/19)
Complexes of the type mer,trans-[Fe(P-N-P)(CO)2Br]BF4 are known to be precatalysts for the asymmetric direct hydrogenation of ketones and imines. Employing related ligand scaffolds, we successfully generated and tested the series of three new precatalysts [Fe(PCy2CH2CH-NCH(R)CH2PPh2)(CO)2Br]BF4 with chirality derived from (S)-amino alcohols with phenyl, benzyl, and isopropyl substituents (R), yielding fairly active and selective systems. For the reduction of acetophenone to (S)-1-phenylethanol turnover frequencies up to 920 h-1 and up to 74% enantiomeric excess at 50 °C and 5-25 atm of H2 were obtained. We found, however, that placing these large groups R next to nitrogen was found to be deleterious to catalytic activity. Extending the scope of the ligand structure, we then developed a series of six P-N-P and five P-NH-P systems starting with o-diphenylphosphinobenzaldehyde and the phosphine-amines PPh2CHR1CHR2NH2 (R1 = H, Ph, CH2Ph, iPr with R2 = H or R1 = Me, Ph with R2 = Ph) as well as their corresponding [Fe(P-N-P)(NCMe)3][BF4]2 and [Fe(P-NH-P)(NCMe)3][BF4]2 complexes, which were not catalytically active. Finally, we made the new achiral iron complex mer,cis-Fe(PPh2(o-C6H4)CHNCH2CH2PPh2)(CO)Br2, which was active for the direct hydrogenation of acetophenone, achieving turnover frequencies of 800 h-1 at 50°C and 25 atm of H2.
The enantioselective intramolecular Morita-Baylis-Hillman reaction catalyzed by amino acid-derived phosphinothiourea
Gong, Jing-Jing,Yuan, Kui,Song, Hong-Liang,Wu, Xin-Yan
experimental part, p. 2439 - 2443 (2010/06/12)
A series of chiral bifunctional phosphinothioureas derived from l-amino acids have been developed to promote the enantioselective intramolecular Morita-Baylis-Hillman reaction. The process afforded the cyclic hydroxyl enones with up to 84% ee and good yields under mild conditions.
Asymmetrie [3+2] cycloadditions of allenoates and dual activated olefins catalyzed by simple bifunctional N-acyl aminophosphines
Xiao, Hua,Chai, Zhuo,Zheng, Chang-Wu,Yang, Ying-Quan,Liu, Wen,Zhang, Jun-Kang,Zhao, Gang
supporting information; experimental part, p. 4467 - 4470 (2010/07/16)
(Figure Presented) Bifunctional catalyst: Simple bifunctional N-Acyl aminophosphines such as 1 were developed to catalyze the first asymmetric [3+2] cycloaddition between allenoates and dual activated olefins. The cycloaddi- tion reactions afford multifun
The Palladium-catalyzed Asymmetric Allylations of Chiral Hydrazones Bearing Phosphine Groups. Stereoelectronic Effects of Allylating Reagents on Asymmetric Induction
Hiroi, Kunio,Haraguchi, Mitsuhiro,Masuda, Yoko,Abe, Jun
, p. 2409 - 2412 (2007/10/02)
The palladium-catalyzed allylations of chiral hydrazones bearing phosphine groups were executed successfully under neutral reaction conditions with various allylating reagents, affording optically active α-allyl carbonyl compounds.The systematic and stere
