Copper-Catalyzed One-Pot Denitrogenative–Dehydrogenative– Decarboxylative Coupling of β-Ketoacids with Trifluorodiazoethane: Facile Access to Trifluoromethylated Aldol Products

Heng-Ying Xiong; Zhen-Yan Yang; Zhen Chen; Jun-Liang Zeng; Jing Nie; Jun-An Ma

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Copper-Catalyzed One-Pot Denitrogenative–Dehydrogenative– Decarboxylative Coupling of β-Ketoacids with Trifluorodiazoethane: Facile Access to Trifluoromethylated Aldol Products

机译：铜催化的β-酮酸与三氟重氮乙烷的一锅脱氮-脱氢-脱羧偶联：容易获得三氟甲基化的羟醛产品

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摘要

A novel copper-catalyzed one-pot cross-coupling of β-ketoacids with in situ generated trifluorodiazoethane has been developed. This reaction provides a direct and efficient method, in which one C-C bond and one C-O bond were formed in a carbenoid center with concomitant denitrogenation–dehydrogenation–decarboxylation, to afford trifluoromethylated aldol products. In several preliminary experiments, good to high enantioselectivities were also obtained.

机译：已经开发出一种新型的铜催化的β-酮酸与原位生成的三氟重氮乙烷的一锅交叉偶联。该反应提供了一种直接有效的方法，其中在类胡萝卜素中心形成一个C-C键和一个C-O键，同时进行脱氮-脱氢-脱羧反应，得到三氟甲基化的羟醛产品。在一些初步实验中，还获得了良好的对映选择性。

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《Chemistry: A European journal》 |2014年第27期|共5页
作者
Heng-Ying Xiong; Zhen-Yan Yang; Zhen Chen; Jun-Liang Zeng; Jing Nie; Jun-An Ma;
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正文语种 eng
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2; 2; 2-trifluorodiazoethane; decarboxylation; dehydrogenation cross-coupling reaction; enantioselectivity; β-ketoacids;

机译：2;2;2-三氟重氮乙烷;脱羧;脱氢交叉偶联反应;对映选择性;β-酮酸;

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Copper-Catalyzed One-Pot Denitrogenative–Dehydrogenative– Decarboxylative Coupling of β-Ketoacids with Trifluorodiazoethane: Facile Access to Trifluoromethylated Aldol Products

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