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有机催化串联三组分反应醛、烷基乙烯酮和酰胺:一锅法合成高官能度烯烃。

Organocatalytic tandem three-component reaction of aldehyde, alkyl vinyl ketone, and amide: one-pot syntheses of highly functional alkenes.

机构信息

Department of Chemistry, National Taiwan Normal University, 88, Section 4, Tingchow Road, Taipei 11677, Taiwan, ROC.

出版信息

Org Biomol Chem. 2011 Jan 21;9(2):363-6. doi: 10.1039/c0ob00644k. Epub 2010 Nov 4.

DOI:10.1039/c0ob00644k
PMID:21049129
Abstract

An EtPPh(2)- or PPh(3)-catalyzed tandem three-component reaction of aldehyde, alkyl vinyl ketone, and amide is developed. Its further application in one-pot syntheses of highly functional alkenes starting from aldehydes, alkyl vinyl ketones, and amides is realized. A wide variety of highly functional α,β-unsaturated ketones can be furnished in 68-99% yields with high stereoselectivity (E/Z up to 98 : 2) within overall 3-29.5 h.

摘要

发展了一种 EtPPh(2)-或 PPh(3)-催化的醛、烷基乙烯基酮和酰胺的串联三组分反应。进一步实现了从醛、烷基乙烯基酮和酰胺一锅法合成高官能度烯烃。在 3-29.5 小时内,以高达 98:2 的 E/Z 比,以 68-99%的产率提供了多种高官能度的α,β-不饱和酮。

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