NDLI: Synthesis of Unnatural α-Amino Acid Derivatives via a Three-Component Coupling Method Utilizing an Allylpalladium Umpolung

Content Provider	Scilit
Author	Malinakova, Helena Hopkins, Chad
Copyright Year	2007
Description	Highly substituted unnatural α-amino esters, for example, ethyl 3-alkyl-4-(aryl or vinyl)-2-(N-4-methoxyphenylamine)pent-4-enoates were prepared in a regiocontrolled and diastereoselective manner via Pd(II)-catalyzed three-component coupling of boronic acids and allenes with ethyl iminoacetate relying on the umpolung of the traditional electrophilicity of mono-π-allylpalladium complexes. The 2-aminopent-4-enoates were subjected to N-allylation and intramolecular ring-closing metathesis to afford tetrahydropyridines featuring an α-amino ester group.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2007-990845.pdf
Ending Page	3566
Page Count	9
Starting Page	3558
ISSN	00397881
e-ISSN	1437210X
DOI	10.1055/s-2007-990845
Journal	Synthesis
Issue Number	22
Volume Number	2007
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2007-10-29
Access Restriction	Open
Subject Keyword	Journal: Synthesis Organic Chemistry Amino Acids Allyl Complexes Multicomponent Reactions
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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Synthesis of Unnatural α-Amino Acid Derivatives via a Three-Component Coupling Method Utilizing an Allylpalladium Umpolung