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钯催化的钾烯基三氟硼酸盐与 2-氯乙酸酯和 2-氯乙酰胺的交叉偶联。

Pd-catalyzed cross-coupling of potassium alkenyltrifluoroborates with 2-chloroacetates and 2-chloroacetamides.

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.

出版信息

Org Lett. 2013 Jul 5;15(13):3342-5. doi: 10.1021/ol401377q. Epub 2013 Jun 14.

Abstract

A protocol for the stereocontrolled synthesis of (E)- and (Z)-β,γ-unsaturated esters and amides is reported. 2-Chloroacetates as well as secondary and tertiary 2-chloroacetamides were successfully employed as electrophiles in the Suzuki-Miyaura cross-coupling reaction with potassium (E)- and (Z)-alkenyltrifluoroborates, affording the corresponding products in high yield.

摘要

本文报道了一种立体控制合成(E)-和(Z)-β,γ-不饱和酯和酰胺的方法。2-氯乙酸酯以及仲和叔 2-氯乙酰胺作为亲电试剂,在铃木-宫浦交叉偶联反应中与(E)-和(Z)-烯基三氟硼酸钾反应,高产率得到相应产物。

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