Rhodium-catalyzed enantioselective hydrogenation of α-amino acrylonitriles: an efficient approach to synthesizing chiral α-amino nitriles

2017 ◽  
Vol 53 (7) ◽  
pp. 1313-1316 ◽  
Author(s):  
Xiuxiu Li ◽  
Cai You ◽  
Yusheng Yang ◽  
Fangyuan Wang ◽  
Shuailong Li ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
Efficient Approach

An efficient asymmetric hydrogenation of α-amino acrylonitriles has been achieved, affording chiral α-amino nitriles in excellent yields and enantioselectivities regardless of the cis–trans configuration of α-amino acrylonitriles.

Manganese-Catalyzed Enantioselective Hydrogenation of Simple Ketones Using an Imidazole-Based Chiral PNN Tridentate Ligand

Synlett ◽  
2020 ◽  
Vol 31 (03) ◽  
pp. 285-289 ◽  
Author(s):  
Fei Ling ◽  
Jiachen Chen ◽  
Sanfei Nian ◽  
Huacui Hou ◽  
Xiao Yi ◽  
...  
Keyword(s):  
Functional Group ◽  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
Tridentate Ligand ◽  
Easy Access ◽  
Tridentate Ligands

A series of Mn(I) catalysts containing imidazole-based chiral PNN tridentate ligands with controllable ‘side arm’ groups have been established, enabling the inexpensive base-promoted asymmetric hydrogenation of simple ketones with outstanding activities (up to 8200 TON) and good enantioselectivities (up to 88.5% ee). This protocol features wide substrate scope and functional group tolerance, thereby providing easy access to a key intermediate of crizotinib.

Rhodium-catalyzed asymmetric hydrogenation of exocyclic α,β-unsaturated carbonyl compounds

2020 ◽  
Vol 18 (5) ◽  
pp. 856-859 ◽  
Author(s):  
Jiaxin Yang ◽  
Xiuxiu Li ◽  
Cai You ◽  
Shuailong Li ◽  
Yu-Qing Guan ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Asymmetric Hydrogenation ◽  
Efficient Approach

A general and efficient approach for the synthesis of α-chiral cyclic lactones, lactams and ketones has been developed via Rh-catalyzed asymmetric hydrogenation.

Enantioselective hydrogenation of N-heteroaromatics catalyzed by chiral diphosphine modified binaphthyl palladium nanoparticles

2017 ◽  
Vol 7 (23) ◽  
pp. 5515-5520 ◽  
Author(s):  
Yun-Tao Xia ◽  
Jing Ma ◽  
Xiao-Dong Wang ◽  
Lei Yang ◽  
Lei Wu
Keyword(s):  
Palladium Nanoparticles ◽  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation

The first application of binaphthyl-stabilized palladium nanoparticles (Bin-PdNPs) with chiral modifiers in asymmetric hydrogenation of N-heteroaromatics is revealed.

Rhodium/bisphosphine-thiourea-catalyzed enantioselective hydrogenation of α,β-unsaturated N-acylpyrazoles

2016 ◽  
Vol 52 (78) ◽  
pp. 11677-11680 ◽  
Author(s):  
Pan Li ◽  
Xinquan Hu ◽  
Xiu-Qin Dong ◽  
Xumu Zhang
Keyword(s):  
Catalytic System ◽  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
High Yields

We successfully extended our Rh/bisphosphine-thiourea (ZhaoPhos) catalytic system to asymmetric hydrogenation of α,β-unsaturated N-acylpyrazoles affording products with high yields and excellent enantioselectivities (up to 97% yield, 99% ee).

scholarly journals Nickel-catalyzed asymmetric hydrogenation of β-acylamino nitroolefins: an efficient approach to chiral amines

2017 ◽  
Vol 8 (9) ◽  
pp. 6419-6422 ◽  
Author(s):  
Wenchao Gao ◽  
Hui Lv ◽  
Tonghuan Zhang ◽  
Yuhong Yang ◽  
Lung Wa Chung ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Chiral Amines ◽  
Efficient Approach ◽  
Mild Conditions

The Ni-catalyzed asymmetric hydrogenation of challenging β-acylamino nitroolefins was achieved under mild conditions, affording β-acylamino nitroalkanes in excellent yields and with high enantioselectivities.

Metal–ligand bifunctional catalysis for asymmetric hydrogenation

2005 ◽  
Vol 363 (1829) ◽  
pp. 901-912 ◽  
Author(s):  
Ryoji Noyori ◽  
Christian A Sandoval ◽  
Kilian Muñiz ◽  
Takeshi Ohkuma
Keyword(s):  
Asymmetric Catalysis ◽  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
Molecular Surface ◽  
Metal Alkoxide ◽  
Bifunctional Catalysis ◽  
Bifunctional Mechanism ◽  
Prochiral Ketones ◽  
Membered Transition State ◽  
Metal Ligand

Chiral diphosphine/1,2-diamine–Ru(II) complexes catalyse the rapid, productive and enantioselective hydrogenation of simple ketones. The carbonyl-selective hydrogenation takes place via a non-classical metal–ligand bifunctional mechanism. The reduction of the C=O function occurs in the outer coordination sphere of an 18e trans -RuH 2 (diphosphine)(diamine) complex without interaction between the unsaturated moiety and the metallic centre. The Ru atom donates a hydride and the NH 2 ligand delivers a proton through a pericyclic six-membered transition state, directly giving an alcoholic product without metal alkoxide formation. The enantiofaces of prochiral ketones are differentiated on the chiral molecular surface of the saturated RuH 2 species. This asymmetric catalysis manifests the significance of ‘kinetic’ supramolecular chemistry.

Chiral phosphine-phosphoramidite ligands for highly enantioselective hydrogenation of N-arylimines

RSC Advances ◽  
2015 ◽  
Vol 5 (18) ◽  
pp. 13702-13708 ◽  
Author(s):  
Qing Li ◽  
Chuan-Jin Hou ◽  
Xiao-Ning Liu ◽  
De-Zhi Huang ◽  
Yan-Jun Liu ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
High Turnover

The asymmetric hydrogenation of N-arylimines with the chiral phosphine-phosphoramidite ligand, (Sc,Sa)-PEAPhos 2b, has been developed, in which high turnover numbers and excellent enantioselectivity were achieved.

An Efficient Approach to Chiral Ferrocene-Based Secondary Alcoholsvia Asymmetric Hydrogenation of Ferrocenyl Ketones

2006 ◽  
Vol 348 (3) ◽  
pp. 370-374 ◽  
Author(s):  
Wing-Sze Lam ◽  
Stanton H. L. Kok ◽  
Terry T.-L. Au-Yeung ◽  
Jing Wu ◽  
Hong-Yee Cheung ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Efficient Approach

Enantioselective Hydrogenation of Cyclic Tetrasubstituted-Olefinic Dehydroamino Acid Derivatives

2021 ◽  
Author(s):  
Feng Wan ◽  
Nan Wang ◽  
Yuxin Zhu ◽  
Chuyan Tang ◽  
Jerome P Claverie ◽  
...  
Keyword(s):  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
Chiral Centers ◽  
Dehydroamino Acid

Efficient asymmetric hydrogenation of cyclic tetrasubstituted-olefinic dehydroamino acid derivatives have been achieved with a Rh-ArcPhos catalyst, affording a series of α-acylamino-β-alkyl tetrahydropyranones with two contiguous chiral centers in up to...

Sign in / Sign up

Export Citation Format

Share Document