Organocatalytic Asymmetric Cascade Michael-Acyl Transfer Reaction between 2-Fluoro-1,3-diketones and 2-Hydroxynitrostyrenes

被引：5

作者：

Saini, Nidhi ^{[1
]}

Khajuria, Chhavi ^{[1
]}

Biswas, Rayhan G. ^{[1
]}

Singh, Vinod K. ^{[1
]}

机构：

[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 02期

关键词：

ENANTIOSELECTIVE CYANATION; FLUORINATION;

D O I：

10.1021/acs.joc.3c02512

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An organocatalytic asymmetric cascade Michael-acyl transfer reaction of 2-hydroxynitrostyrenes and monofluorinated beta-diketones has been developed employing a cooperative catalytic system. A combination of quinine-derived bifunctional squaramide catalyst and achiral hydrogen bond donor cocatalyst was found to be the most effective for this reaction and provided the fluorinated acyl transfer products in high yields with good diastereo- and excellent enantioselectivities. Synthetic transformations have been demonstrated, including the synthesis of functionalized 2,3-dihydrobenzofurans and 1-pyrroline.

引用

页码：1264 / 1274

页数：11

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