685132-79-0Relevant academic research and scientific papers
A general organic catalyst for asymmetric addition of stabilized nucleophiles to acyl imines
Bode, Christiane M.,Ting, Amal,Schaus, Scott E.
, p. 11499 - 11505 (2006)
Cinchona alkaloid-derived thiourea catalysts promote nucleophilic additions to acyl imines for the asymmetric synthesis of secondary amine adducts. The hydroquinine-derived thiourea catalyst efficiently promotes the aza-Henry reaction of nitroalkane with
Enantioselective Aza-Henry Reaction of Imines Bearing a Benzothiazole Moiety Catalyzed by a Cinchona-Based Squaramide
He, Hai-Xiao,Yang, Wen,Du, Da-Ming
, p. 1137 - 1148 (2013)
An efficient enantioselective aza-Henry reaction of nitroalkanes to imines bearing a benzothiazole moiety catalyzed by a Cinchona-based squaramide has been developed. In the reaction of imines, the corresponding products were obtained in good to excellent
Dinuclear zinc-catalyzed enantioselective aza-henry reaction
Trost, Barry M.,Lupton, David W.
, p. 2023 - 2026 (2007)
The dinuclear zinc catalyst 1a was found to catalyze the addition of nitroalkanes to carbamate-protected imines. This aza-Henry reaction proceeds with high enantioselectivity when various carbamate-protected imines are used. α,β-Unsaturated imines proved
Enantioselective aza-Henry reaction using cinchona organocatalysts
Bernardi, Luca,Fini, Francesco,Herrera, Raquel P.,Ricci, Alfredo,Sgarzani, Valentina
, p. 375 - 380 (2006)
The aza-Henry reaction of imines with nitromethane was promoted by cinchona alkaloids and modified cinchona bases to give optically active β-nitroamines. Various N-protected imines were examined as substrates. N-Boc, N-Cbz, and N-Fmoc protected imines gav
Dinuclear Zinc-AzePhenol Catalyzed Asymmetric Aza-Henry Reaction of N-Boc Imines and Nitroalkanes under Ambient Conditions
Liu, Shanshan,Gao, Wen-Chao,Miao, Yu-Hang,Wang, Min-Can
, p. 2652 - 2659 (2019/02/26)
The asymmetric aza-Henry reaction of N-Boc imines and nitroalkanes was realized in the presence of 10 mol % dinuclear zinc-AzePhenol catalysts under ambient conditions. A variety of nitroamines were obtained in good yields (up to 97%) with excellent enantioselectivities (up to 99% ee) and high diasteroselectivity (up to 14:1 dr). Our protocol combined the operational simplicity and mild reaction conditions, thus making the process amenable for technical applications.
A Recyclable Hydrophobic Anchor-Tagged Asymmetric Amino Thiourea Catalyst
Jichu, Takahisa,Inokuma, Tsubasa,Aihara, Keisuke,Kohiki, Taiki,Nishida, Kodai,Shigenaga, Akira,Yamada, Ken-ichi,Otaka, Akira
, p. 3402 - 3405 (2018/08/01)
A novel, recyclable, thiourea-based asymmetric organocatalyst containing a hydrophobic anchor has been developed. The chemical nature of the hydrophobic anchor contributes to the desirable characteristics of the recyclable catalyst. The hydrophobic anchor
Enantioselective Additions of Stabilized Carbanions to Imines Generated from α-Amido Sulfones by Using Lipophilic Salts of Chiral Tris(1,2-diphenylethylenediamine) Cobalt(III) Trications as Hydrogen Bond Donor Catalysts
Joshi, Hemant,Ghosh, Subrata K.,Gladysz, John A.
, p. 3905 - 3915 (2017/08/29)
The enantiopure salt -[Co((S, S)-dpen) 3 ] 3+ 2Cl - BAr f - [BAr f = B(3,5-C 6 H 3 (CF 3) 2) 4 ] is an effective hydrogen bond donor catalyst (10 mol%, r.t., CH 2 Cl 2) for enantioselective additions of dialkyl malonates to Boc-derivatized aryl imines generated from sulfones [ArCH(SO 2 Ph)NHBoc] in the presence of K 2 CO 3 (ten examples, 91-97% isolated yields, 87-99% ee). The diastereomeric salt Λ-[Co((S, S)-dpen) 3 ] 3+ 2Cl - BAr f20 - [BAr f20 - = B(C 6 F 5) 4 - ] is similarly applied to additions of nitroalkanes (four examples, 89-93% isolated yields, 79-91% ee). Precautions to exclude air or moisture are unnecessary.
Novel α-amino acid-derived phase-transfer catalyst application to a highly enantio- and diastereoselective nitro-Mannich reaction
Liu, Yuxin,Wei, Zhonglin,Leu, Yu,Cao, Jungang,Liang, Dapeng,Lin, Yingjie,Duan, Haifeng
supporting information, p. 9234 - 9242 (2017/11/14)
New quaternary ammonium types of bifunctional asymmetric phase-transfer catalysts bearing multiple hydrogen-bonding donors derived from α-amino acids were readily prepared and found to be highly efficient in the asymmetric nitro-Mannich reactions of amidosulfones. Very broad substrate generality was observed, and the products were achieved in high enantio-/diastereoselectivities (90->99.9% ee, 90:10 to 92:8 dr). Compared with previous reports, the enantioselectivity of aliphatic amidosulfones has been improved to a high level (91-93% ee).
Biodegradable Chitosan-Derived Thioureas as Recoverable Supported Organocatalysts – Application to the Stereoselective Aza-Henry Reaction
Andrés, José M.,González, Fernando,Maestro, Alicia,Pedrosa, Rafael,Valle, María
, p. 3658 - 3665 (2017/07/22)
Eight different biodegradable chitosan-supported bifunctional chiral thioureas have been prepared as a greener and more sustainable alternative to those supported on petrochemical-derived polymers. These organocatalysts promoted an enantioselective aza-He
Enantioselective aza-Henry reaction of: t -Boc protected imines and nitroalkanes with bifunctional squaramide organocatalysts
Susam, Dil?ad,Tanyeli, Cihangir
, p. 3555 - 3561 (2017/07/12)
An organocatalytic asymmetric aza-Henry reaction of t-Boc protected imines with nitroalkanes has been established by chiral acid-base type bifunctional Cinchona alkaloid/squaramide organocatalysts. The cooperation of a quinine motif as a base and sterical
