Issue 2, 2011
From the journal:

Organic & Biomolecular Chemistry

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

De-Wei Wang,a   Siang-en Syu,a   Yi-Ting Hung,a   Pei-yi Chen,a   Chia-Jui Lee,a   Ko-Wei Chen,a   Yu-Jhang Chena  and  Wenwei Lin*a  

* Corresponding authors

a Department of Chemistry, National Taiwan Normal University, 88, Section 4, Tingchow Road, Taipei 11677, Taiwan, ROC
E-mail: wenweilin@ntnu.edu.tw
Fax: (+886)-2-29324249
Tel: (+886)-2-77346131

Abstract

An EtPPh2- or PPh3-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.

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

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Article information

DOI
https://doi.org/10.1039/C0OB00644K
Article type
Communication
Submitted
30 Aug 2010
Accepted
18 Oct 2010
First published
19 Oct 2010

Org. Biomol. Chem., 2011,9, 363-366

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

D. Wang, S. Syu, Y. Hung, P. Chen, C. Lee, K. Chen, Y. Chen and W. Lin, Org. Biomol. Chem., 2011, 9, 363 DOI: 10.1039/C0OB00644K

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