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钯催化亚烷基环丙烷与β,γ-不饱和α-酮酯的亲核反应:配体控制的发散合成

Palladium-Catalyzed Nucleophilic Reaction of Alkylidenecyclopropanes with β,γ-Unsaturated α-Ketoesters: Ligand-Controlled Divergent Synthesis.

作者信息

Liu Xin-Lian, Zhang You-Ya, Li Lin, Tan Lu-Qi, Huang Yin-Ai, Ma Ai-Jun, Peng Jin-Bao

机构信息

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, PR China.

出版信息

Org Lett. 2022 Sep 16;24(36):6692-6696. doi: 10.1021/acs.orglett.2c02839. Epub 2022 Sep 7.

DOI:10.1021/acs.orglett.2c02839
PMID:36069756
Abstract

A palladium-catalyzed ligand-controlled selective 1,4-addition and cycloaddition reaction of β,γ-unsaturated α-ketoesters with alkylidenecyclopropanes (ACPs) has been developed. Using ACPs and β,γ-unsaturated α-ketoesters as starting materials, γ-dienyl-α-ketoesters and dihydro-2-pyrans could be prepared selectively by modulating the ligand. A range of multisubstituted α-ketoesters and dihydro-2-pyrans were obtained in moderate to excellent yields with excellent regioselectivities.

摘要

已开发出一种钯催化的、配体控制的β,γ-不饱和α-酮酯与亚烷基环丙烷(ACPs)的选择性1,4-加成和环加成反应。以ACPs和β,γ-不饱和α-酮酯为原料,通过调节配体可选择性地制备γ-二烯基-α-酮酯和二氢-2-吡喃。一系列多取代的α-酮酯和二氢-2-吡喃以中等至优异的产率和优异的区域选择性获得。

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引用本文的文献

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