Diastereoselective Synthesis of Cyclopenta[c]chromanones via Pd0-Catalyzed [3+2] Cycloaddition

被引：0

作者：

Biswas, Krishna ^{[1
]}

Malik, Subrata ^{[1
]}

Ganesh, Venkataraman ^{[1
]}

机构：

[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 15期

关键词：

VINYLCYCLOPROPANES; 3-NITROINDOLES;

D O I：

10.1021/acs.joc.4c00836

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward method for synthesizing cyclopenta[c]chromanones is demonstrated. The strategy involves a [3+2] cycloaddition of VCPs and activated coumarins under Pd-catalyzed conditions. The reaction provides the desired products bearing up to four consecutive stereocenters with high diastereocontrol. Control experiments and density functional theory studies support the proposed mechanism and the observed diastereoselectivity in the product through a thermodynamically controlled pathway.

引用

页码：11014 / 11018

页数：5

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