Citation: Wang Qun, Jiang Lili, Lu Bin, Hu Bei, Xie Xiaomin, Li Zebiao, Zhang Zhaoguo. Pt/Al₂O₃ Catalyzed Diastereoselective Hydrogenation of β-Dehydro-amino Esters Induced by a Chiral Prosthetic Group[J]. Chinese Journal of Organic Chemistry, ;2017, 37(6): 1398-1406. doi: 10.6023/cjoc201701020 shu

Pt/Al₂O₃ Catalyzed Diastereoselective Hydrogenation of β-Dehydro-amino Esters Induced by a Chiral Prosthetic Group

Wang Qun ^a ,
Jiang Lili ^a ,
Lu Bin ^a ,
Hu Bei ^a ,
Xie Xiaomin ^a,b ,
Li Zebiao ^b ,
Zhang Zhaoguo ^a,*,,

a.
School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240
b.
Nantong Changyou Pharmaceutical Company, Nantong 226400

Corresponding author: Zhang Zhaoguo, zhaoguo@sjtu.edu.cn
Received Date: 9 January 2017
Revised Date: 28 February 2017

Fund Project: 国家自然科学基金 21472124

Figures(4)

A chiral prosthetic group induced heterogeneous diastereoselective asymmetric hydrogenation of β-dehydroamino esters, catalyzed by Pt/Al₂O₃, has been developed. A series of β-dehydroamino esters were successfully hydrogenated in high yields with good diastereoselectivities (dr up to 5.2:94.8). This method provides a convenient and efficient synthetic way for the preparation of chiral β-amino acid derivatives, which are key intermediates for bioactive compounds and pharmaceuticals.
- sitagliptin,
- diastereoselectivities,
- β-dehydroamino esters,
- Pt/Al₂O₃,
- heterogeneous hydrogenation
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Pt/Al2O3 Catalyzed Diastereoselective Hydrogenation of β-Dehydro-amino Esters Induced by a Chiral Prosthetic Group

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Pt/Al₂O₃ Catalyzed Diastereoselective Hydrogenation of β-Dehydro-amino Esters Induced by a Chiral Prosthetic Group