Directed Regio- and Stereoselective Nickel-Catalyzed Addition of Alkyl Grignard Reagents to Allylic Ethers

1995 ◽  
Vol 117 (27) ◽  
pp. 7273-7274 ◽  
Author(s):  
Mary T. Didiuk ◽  
James P. Morken ◽  
Amir H. Hoveyda
Keyword(s):  
Grignard Reagents ◽  
Allylic Ethers

Phosphine-directed stereo- & regioselective Ni-catalyzed reactions of Grignard reagents with allylic ethers

Tetrahedron ◽  
1998 ◽  
Vol 54 (7) ◽  
pp. 1117-1130 ◽  
Author(s):  
Mary T. Didiuk ◽  
James P. Morken ◽  
Amir H. Hoveyda
Keyword(s):  
Grignard Reagents ◽  
Catalyzed Reactions ◽  
Allylic Ethers

scholarly journals Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2296 ◽  
Author(s):  
Toru Hashimoto ◽  
Kei Funatsu ◽  
Atsufumi Ohtani ◽  
Erika Asano ◽  
Yoshitaka Yamaguchi
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
High Yield ◽  
Pincer Complex ◽  
Cross Coupling Reaction ◽  
Allylic Aryl Ethers ◽  
Aryl Ethers ◽  
Type Nickel ◽  
Allylic Ethers

A cross-coupling reaction of allylic aryl ethers with arylmagnesium reagents was investigated using β-aminoketonato- and β-diketiminato-based pincer-type nickel(II) complexes as catalysts. An β-aminoketonato nickel(II) complex bearing a diphenylphosphino group as a third donor effectively catalyzed the reaction to afford the target cross-coupled products, allylbenzene derivatives, in high yield. The regioselective reaction of a variety of substituted cinnamyl ethers proceeded to give the corresponding linear products. In contrast, α- and γ-alkyl substituted allylic ethers afforded a mixture of the linear and branched products. These results indicated that the coupling reaction proceeded via a π-allyl nickel intermediate.

scholarly journals Iron-catalyzed allylic substitution reactions of allylic ethers with Grignard reagents

2016 ◽  
Vol 57 (20) ◽  
pp. 2211-2214 ◽  
Author(s):  
Longying Qi ◽  
Enlu Ma ◽  
Fan Jia ◽  
Zhiping Li
Keyword(s):  
Grignard Reagents ◽  
Allylic Substitution ◽  
Substitution Reactions ◽  
Allylic Ethers
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