Nickel-Catalyzed -Carboxylation of Ynamides with Carbon Dioxide


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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/78775

Title:	Nickel-Catalyzed -Carboxylation of Ynamides with Carbon Dioxide
Authors:	Doi, Ryohei Browse this author
	Okano, Taichi Browse this author
	Abdullah, Iman Browse this author
	Sato, Yoshihiro Browse this author →KAKEN DB
Keywords:	ynamides
	hydrocarboxylation
	carbon dioxide
	nickel catalysis
	β-amino acids
Issue Date:	Jun-2019
Publisher:	Georg Thieme Verlag
Journal Title:	Synlett
Volume:	30
Issue:	9
Start Page:	1048
End Page:	1052
Publisher DOI:	10.1055/s-0037-1611529
Abstract:	A nickel-catalyzed -selective hydrocarboxylation of ynamides to give protected dehydro--amino acids was developed. The key to exclusive -selectivity was the use of diethylzinc as a reductant in the presence of a magnesium salt. The reaction was conducted with bis(acetylacetonato)nickel(II) instead of costly and sensitive bis(1,5-cyclooctadiene)nickel(0). In addition, the optimized ligand was inexpensive 1,5-cyclooctadiene. Investigation of the substrate scope revealed that both nitrogen and alkyne substituents have marked effects on the reaction efficiency. We obtained experimental clues that indicated the formation of a vinylzinc intermediate that forms a C-C bond with CO (2) .
Type:	article (author version)
URI:	http://hdl.handle.net/2115/78775
Appears in Collections:	薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 土井良平

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