84920-35-4

Upstream product

• 627-09-8 Propargyl acetate 
• 2550-26-7 4-Phenyl-2-butanone 
• 108521-65-9 prop-2-yn-1-yl 4-methylbenzoate 
• 865350-17-0 4,4,5,5-tetramethyl-2-(propa-1,2-dien-1-yl)-1,3,2-dioxaborolane 
• 57186-58-0 2-allenyl-5,5-dimethyl-1,3,2-dioxaborinane 
• 106-96-7 propargyl bromide 

Relevant academic research and scientific papers

Zinc Amide Catalyzed Regioselective Allenylation and Propargylation of Ketones with Allenyl Boronate

Zinc amide catalyzed, regioselective allenylation and propargylation of ketones with allenyl boronate is reported. Tertiary allenyl and homopropargyl alcohols were obtained, respectively, in high selectivities, from the same starting materials, simply by changing the reaction conditions. The substrate scope was wide. Mechanistic studies suggest that the reactions are controlled under kinetic and thermodynamic conditions.

Silver-catalyzed allenylation and enantioselective propargylation reactions of ketones

More than a silver lining: Certain silver complexes are capable of selective catalysis of either allenylation or asymmetric propargylation reactions of ketones. Ligand-free conditions lead to allenyl alcohols as the major product, whereas ligation with Walphos-8 gives enantioenriched homopropargyl alcohols. This method can be applied to reactions of prochiral diarylketones to provide optically enriched tertiary diaryl alcohols. Copyright

Zinc-catalyzed allenylations of aldehydes and ketones

The general zinc-catalyzed allenylation of aldehydes and ketones with an allenyl boronate is presented. Preliminary mechanistic studies support a kinetically controlled process wherein, after a site-selective B/Zn exchange to generate a propargyl zinc int

Toluates: unexpectedly versatile reagents

The mechanism of the monoelectronic reduction of aromatic esters has been investigated. The unexpected synthetic utility of the toluate moiety in the deoxygenation of alcohols and the allylation of ketones is also reported. Finally, the use of aromatic esters as robust, though easily removable, protecting groups is depicted.

Regioselective addition reactions of propargyl bromides to carbonyl compounds with gallium catalyzed by indium

Reactions of organogallium reagents generated from propargyl bromides having substituents at the γ-position and gallium in the presence of 5 mol % of indium with aldehydes and ketones selectively produced homoallenyl alcohols in good to excellent yields.

Palladium-Catalyzed Reaction of Propargylic Acetates with Carbonyl Compounds by SmI2

Reductive addition of propargylic acetates to carbonyl compounds proceeded smoothly at room temperature by using SmI2 and a catalytic amount of Pd(PPh3)4 to give the corresponding acetylenic and/or allenic alcohols with appreciable seletivity.The method i