Organocatalytic tandem three-component reaction of aldehyde, alkyl vinyl ketone, and amide: one-pot syntheses of highly functional alkenesElectronic supplementary information (ESI) available: Experimental section, X-ray crystallographic data and NMR spectra. CCDC reference numbers 769605, 770519, 775300, 778973 and 778974. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c0ob00644k

• Main Authors: Wang, De-Wei, Syu, Siang-en, Hung, Yi-Ting, Chen, Pei-yi, Lee, Chia-Jui, Chen, Ko-Wei, Chen, Yu-Jhang, Lin, Wenwei
• Format: Journal Article
• Language: English
• Published: 23.12.2010
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c0ob00644k

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. One-pot syntheses of highly functionalized α,β-unsaturated ketones starting from aldehydes, alkyl vinyl ketones and amides have been realized.