ChemInform Abstract: Palladium-Catalyzed Arylation of Allylic Alcohols: Highly Selective Synthesis of β-Aromatic Carbonyl Compounds or β-Aromatic . alpha.,β-Unsaturated Alcohols.

ChemInform ◽  
2010 ◽  
Vol 23 (7) ◽  
pp. no-no
Author(s):  
T. JEFFERY
Keyword(s):  
Carbonyl Compounds ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Unsaturated Alcohols ◽  
Palladium Catalyzed ◽  
Aromatic Carbonyl Compounds

Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium‐Catalyzed Carbonylation of Allylic Alcohols

2020 ◽  
Vol 59 (46) ◽  
pp. 20394-20398
Author(s):  
Ji Yang ◽  
Jiawang Liu ◽  
Yao Ge ◽  
Weiheng Huang ◽  
Helfried Neumann ◽  
...  
Keyword(s):  
Dicarboxylic Acids ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Palladium Catalyzed

Formation of α,β-unsaturated carbonyl compounds by palladium-catalyzed oxidation of allylic alcohols

1994 ◽  
Vol 35 (38) ◽  
pp. 7097-7098 ◽  
Author(s):  
Enrique Gómez-Bengoa ◽  
Pedro Noheda ◽  
Antonio M. Echavarren
Keyword(s):  
Carbonyl Compounds ◽  
Allylic Alcohols ◽  
Palladium Catalyzed ◽  
Catalyzed Oxidation

Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium‐Catalyzed Carbonylation of Allylic Alcohols

2020 ◽  
Vol 132 (46) ◽  
pp. 20574-20578
Author(s):  
Ji Yang ◽  
Jiawang Liu ◽  
Yao Ge ◽  
Weiheng Huang ◽  
Helfried Neumann ◽  
...  
Keyword(s):  
Dicarboxylic Acids ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Palladium Catalyzed

scholarly journals An umpolung strategy to react catalytic enols with nucleophiles

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Amparo Sanz-Marco ◽  
Samuel Martinez-Erro ◽  
Martin Pauze ◽  
Enrique Gómez-Bengoa ◽  
Belén Martín-Matute
Keyword(s):  
Carbonyl Compounds ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Hydrogen Shift ◽  
Intramolecular Reactions

AbstractThe selective synthesis of α-functionalized ketones with two similar enolizable positions can be accomplished using allylic alcohols and iridium(III) catalysts. A formal 1,3-hydrogen shift on allylic alcohols generates catalytic iridium-enolates in a stereospecific manner, which are able to react with electrophiles to yield α-functionalized ketones as single constitutional isomers. However, the employment of nucleophiles to react with the nucleophilic catalytic enolates in this chemistry is still unknown. Herein, we report an umpolung strategy for the selective synthesis of α-alkoxy carbonyl compounds by the reaction of iridium enolates and alcohols promoted by an iodine(III) reagent. Moreover, the protocol also works in an intramolecular fashion to synthesize 3(2H)-furanones from γ-keto allylic alcohols. Experimental and computational investigations have been carried out, and mechanisms are proposed for both the inter- and intramolecular reactions, explaining the key role of the iodine(III) reagent in this umpolung approach.

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