Asymmetric Hydrogenation by Relay Catalysis with FLPs and CPAs: Stereodivergent Synthesis of 3-Substituted Flavanones

被引：7

作者：

Chen, Jingjing ^{[1
,2
]}

Meng, Wei ^{[1
,2
]}

Feng, Xiangqing ^{[1
,2
]}

Du, Haifeng ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 15期

基金：

中国国家自然科学基金;

关键词：

FRUSTRATED LEWIS PAIRS; ENANTIOSELECTIVE HYDROGENATION; CHROMANONES; REDUCTION; PROGRESS; IMINES; BORANE;

D O I：

10.1021/acs.joc.2c01278

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

To access flavanones bearing two contiguous stereogenic centers, a metal-free asymmetric hydrogenation of racemic 3-alkylidene flavanones has been developed by relay catalysis with achiral FLPs and chiral phosphoric acids, which represents a successful detour for the challenging hydrogenation of 3-substituted flavones. A wide range of trans- and cis-flavanones were obtained in high yields and <= 97% ee.

引用

页码：10544 / 10549

页数：6

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