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手性钯催化非环β,γ-不饱和羧酸的脱羧γ-芳基化反应。

Stereoselective Palladium-Catalyzed Decarboxylative γ-Arylation of Acyclic β,γ-Unsaturated Carboxylic Acids.

机构信息

Organisch Chemisches Institut, Westfälische Wilhelms-Universität Münster , Corrensstraße 40, 48149 Münster, Germany.

出版信息

Org Lett. 2017 Apr 7;19(7):1741-1743. doi: 10.1021/acs.orglett.7b00512. Epub 2017 Mar 23.

DOI:10.1021/acs.orglett.7b00512
PMID:28332848
Abstract

Palladium-catalyzed γ-arylation of acyclic β,γ-unsaturated carboxylic acids with various aryl iodides is reported. The cascade comprises a decarboxylative γ-palladation of β,γ-unsaturated α,α'-disubstituted carboxylic acids and subsequent C(sp)-C(sp) bond formation to provide diaryl vinyl methanes in moderate to good yields and high E/Z-selectivities. Reaction with an enantiomerically pure acid revealed that the process occurs with high stereospecificity.

摘要

报道了钯催化的各种芳基碘与无环 β,γ-不饱和羧酸的γ-芳基化反应。该串联反应包括 β,γ-不饱和 α,α'-二取代羧酸的脱羧基γ-钯化以及随后的 C(sp)-C(sp)键形成,以中等至良好的收率和高 E/Z 选择性提供二芳基乙烯基甲烷。与手性纯酸的反应表明该过程具有高立体特异性。

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