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

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 alp...

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Published inOrganic & biomolecular chemistry Vol. 9; no. 2; pp. 363 - 366
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
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.01.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BAYLIS-HILLMAN REACTION
CHEMISTRY
MULTICOMPONENT REACTIONS
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Summary: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 alpha,beta-unsaturated ketones can be furnished in 68-99% yields with high stereoselectivity (E/Z up to 98 : 2) within overall 3-29.5 h.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/C0OB00644K