Water-mediated one-pot multi-step synthesis of chiral 1,3-diarylpropan-1-ols by the asymmetric hydrofunctionalisation of simple alkynes

Yu, Pinke1; Liu, Qixing1; Zuo, Linhong1; Zhang, Xumu2,3; Yin, Congcong1; Zhou, Haifeng1

2024-04-02

10.1039/d3gc04945k

GREEN CHEMISTRY   影响因子和分区

1463-9262

1463-9270

["A water-mediated and Rh-catalysed one-pot multi-step synthesis of chiral 1,3-diarylpropan-1-ols is presented. This protocol utilizes readily available terminal alkynes and aldehydes as reaction partners, and features mild conditions, easy operation and water as the sole solvent, thus serving as an ideal means for the efficient synthesis of chiral 1,3-diarylpropan-1-ols. Control experiments suggested that the formation of chalcone intermediate followed by a double reductive process is crucial for the success of the reaction. This catalytic methodology could be easily scaled up for gram-scale synthesis with up to 10 000 S/C and the resulting products can be used to easily derive various bioactive molecules.","An enantioselective hydration-condensation-asymmetric transfer hydrogenation cascade process of simple alkynes and aldehydes in only water to prepare chiral 1,3-diarylpropan-1-ols has been developed."]

SCI ; EI

英语

通讯

National Natural Science Foundation of China[22278244] ; The 111 Project[D20015]

Chemistry ; Science & Technology - Other Topics

Chemistry, Multidisciplinary ; Green & Sustainable Science & Technology

WOS:001178315100001

ROYAL SOC CHEMISTRY

CHEMISTRY

Web of Science

1.China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China
2.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, Dept Chem, Shenzhen 518055, Peoples R China
3.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China

Yu, Pinke,Liu, Qixing,Zuo, Linhong,et al. Water-mediated one-pot multi-step synthesis of chiral 1,3-diarylpropan-1-ols by the asymmetric hydrofunctionalisation of simple alkynes[J]. GREEN CHEMISTRY,2024,26(7).

Yu, Pinke,Liu, Qixing,Zuo, Linhong,Zhang, Xumu,Yin, Congcong,&Zhou, Haifeng.(2024).Water-mediated one-pot multi-step synthesis of chiral 1,3-diarylpropan-1-ols by the asymmetric hydrofunctionalisation of simple alkynes.GREEN CHEMISTRY,26(7).

Yu, Pinke,et al."Water-mediated one-pot multi-step synthesis of chiral 1,3-diarylpropan-1-ols by the asymmetric hydrofunctionalisation of simple alkynes".GREEN CHEMISTRY 26.7(2024).