Rhodium-Catalyzed Asymmetric Transfer Hydrogenation of Aryl Ketones Involving Free Phenolic Hydroxyl Group(s)

被引：4

作者：

Chang, Kedi ^{[1
]}

Chou, Ruilong ^{[1
]}

Yu, Pinke ^{[1
]}

Zuo, Linhong ^{[1
]}

Liu, Qixing ^{[1
]}

Zhang, Xumu ^{[2
,3
]}

Yin, Congcong ^{[1
]}

Zhou, Haifeng ^{[1
]}

机构：

[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

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2024年 / 30卷 / 69期

基金：

中国国家自然科学基金;

关键词：

Asymmetric transfer hydrogenation; Rhodium-catalyzed; Epinephrine analogues; Chiral alcohol; TON; CHIRAL 1,2-AMINO ALCOHOLS; ENANTIOSELECTIVE SYNTHESIS; NITROALDOL REACTION; DRUG; COMPLEX; ALDEHYDES;

D O I：

10.1002/chem.202403055

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A straightforward asymmetric transfer hydrogenation for accessing enantiomerically enriched secondary benzyl alcohols involving free phenolic hydroxyl group(s) under mild conditions was developed. Various of optical pure aryl alcohols with a remarkable functional group compatibility were achieved with 78 %-97 % yields, 84 %->99 % ee's and up to 10 000 TON. This rhodium-catalyzed reaction could be performed in a gram-scale without loss of the efficiency. Furthermore, the synthetic utility has also been demonstrated in the asymmetric synthesis of (S)-adrenaline and (S)-phenylephrine.

引用

页数：4

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