Rhodium-Catalyzed Asymmetric Hydrogenation of Tetrasubstituted α, β-Unsaturated Amides: Efficient Access to Chiral β-Amino Amides
Bing Jiao , Fangyuan Wang , Hui Lv
Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (21) : 2641 -2646.
Rhodium-Catalyzed Asymmetric Hydrogenation of Tetrasubstituted α, β-Unsaturated Amides: Efficient Access to Chiral β-Amino Amides
The first asymmetric hydrogenation of acyclic tetrasubstituted α, β-unsaturated amides has been achieved by using Rh/DuanPhos complex as a catalyst, delivering chiral β-amino amides with two contiguous chiral centers in excellent yields and high enantioselectivities (up to 99% yield, 96% ee), which provides efficient and concise access to valuable β-amino amide derivatives. The gram-scale reaction and efficient transformation of β-amino amide to β-amino acid and β-amino cyanide demonstrated the utility of this methodology.
Asymmetric hydrogenation / β-Amino amides / Asymmetric catalysis / Contiguous chiral centers / Rhodium / Amines / Reduction / Enantioselectivity
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH.
/
| 〈 |
|
〉 |
PDF
