Enantioselective Hydrogenation of Cyclic Tetrasubstituted-Olefinic Dehydroamino Acid Derivatives

2021 ◽  
Author(s):  
Feng Wan ◽  
Nan Wang ◽  
Yuxin Zhu ◽  
Chuyan Tang ◽  
Jerome P Claverie ◽  
...  

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...

Synlett ◽  
2020 ◽  
Vol 31 (03) ◽  
pp. 285-289 ◽  
Author(s):  
Fei Ling ◽  
Jiachen Chen ◽  
Sanfei Nian ◽  
Huacui Hou ◽  
Xiao Yi ◽  
...  

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.


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

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


2016 ◽  
Vol 52 (78) ◽  
pp. 11677-11680 ◽  
Author(s):  
Pan Li ◽  
Xinquan Hu ◽  
Xiu-Qin Dong ◽  
Xumu Zhang

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).


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