Citation: Zhang Lu, Liu Aiqin, Liu Huazheng, Wan Renzhong, Sun Shutao, Liu Lei. Catalytic Asymmetric Synthesis of β, γ-Alkynyl α-Amino Esters via Chemo- and Enantio-selective Transfer Hydrogenation[J]. Chinese Journal of Organic Chemistry, ;2020, 40(9): 2904-2911. doi: 10.6023/cjoc202005037 shu

Catalytic Asymmetric Synthesis of β, γ-Alkynyl α-Amino Esters via Chemo- and Enantio-selective Transfer Hydrogenation

Zhang Lu ^a ,
Liu Aiqin ^c ,
Liu Huazheng ^a ,
Wan Renzhong ^a,, ,
Sun Shutao ^b,, ,
Liu Lei ^b,,

a.
College of Animal Science and Veterinary Medicine, Shandong Agricultural University, Taian, Shandong 271018
b.
School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100
c.
Institute of Materia Medica, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan 250062

Corresponding author: Wan Renzhong, wrzh63@163.com Sun Shutao, sunshutao@sdu.edu.cn Liu Lei, leiliu@sdu.edu.cn
Received Date: 15 May 2020
Revised Date: 3 June 2020
Available Online: 11 June 2020
Fund Project: the National Natural Science Foundation of China 21722204Project supported by the National Natural Science Foundation of China (Nos. 21722204, 21971148)the National Natural Science Foundation of China 21971148

Figures(2)

An effective chemo- and enantioselective transfer hydrogenation of β, γ-alkynyl α-imino esters to prepare optically pure β, γ-alkynyl α-amino esters has been described. The excellent chemoselectivity was achieved by using chiral phosphoric acid catalyzed asymmetric reduction with benzothiazoline as hydride donor. The reaction exhibited good functional group tolerance, providing a range of optically active non-natural amino esters with excellent enantioselectivity.
- β, γ-alkynyl α-amino ester,
- chemoselectivity,
- enantioselectivity,
- transfer hydrogenation,
- benzothiazoline
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