78808-50-1

Upstream product

• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 100-52-7 benzaldehyde 
• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 78199-88-9 3-iodo-1-propynyl(trimethyl)silane 
• 75-11-6 diiodomethane 
• 1066-54-2 trimethylsilylacetylene 
• 143798-87-2 3-trimethylsilylprop-2-ynyldiisobutyltelluronium bromide 
• 71321-17-0 methanesulfonic acid 3-trimethylsilyl-propyn-2-ynyl ester 
• 148186-94-1 {3-(trimethylsilyl)-2-propynyl}tributylstibonium bromide 
• 123871-69-2 BrZnCH₂CCSi(CH₃)3 

Relevant academic research and scientific papers

Indium-mediated propargylation of aldehydes: Regioselectivity and enantioselectivity studies

An enantioselective propargylation reaction of aldehydes with enantioselectivity up to 85% has been achieved in organic solvents by using stoichiometric amounts of (-)-cinchonidine as the chiral source.

Regioselective allene synthesis and propargylations with propargyl diethanolamine boronates

"Chemical Equation Presented" The utility of propargyl diethanolamine boronates as reagents for the preparation of allenes and homopropargylic alcohols is presented. Protonolysis with TFA and electrophilic substitution with N-halosuccinimides proceeded wi

Silicon as a directing group in the phosphine-catalyzed [2 + 3]-cycloaddition of aryl allenones with electron-deficient olefins

This Communication describes a highly efficient phosphine-catalyzed [2 + 3]-cycloaddition reaction using α-trimethylsilyl-substituted aryl allenones and electron deficient olefins; both good yields and good asymmetric induction were obtained.

Carbonyl propargylation and allenylation with 2-propynyl mesylates, tin(IV) iodide, and tetrabutylammonium iodide controlled by either a steric effect or coordination effect

A combination of tin(IV) iodide and tetrabutylammonium iodide can be used for propargylation or allenylation of aldehydes with 2-propynyl mesylates in dichloromethane. 1-Methyl-2-propynyl mesylate or 2-butynyl mesylate results in propargylation or allenyl

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.

Regioselective propargylation of carbonyl compounds with (3-bromo-prop-1-ynyl)trimethylsilane promoted by reactive barium

A Barbier-type propargylation of aldehydes with (3-bromoprop-1-ynyl) trimethylsilane has been achieved using reactive barium as a low-valent metal in THF. This process is effective also for obtaining the desired homopropargylic alcohols in high yields fro

Indium-Mediated Reaction of Trialkylsilyl Propargyl Bromide with Aldehydes: Highly Regioselective Synthesis of Allenic and Homopropargylic Alcohols

High regioselective preparation of either the allenic alcohols or homopropargylic alcohols using the indium-mediated reaction of trialkylsilyl propargyl bromides with various aldehydes has been accomplished. By just changing the silyl groups and the react

Tellurium-zinc exchange between organotelluronium salts and diethylzinc - Reaction of the In Situ generated mixed diorganozinc with carbonyl compounds

Organotelluronium salts undergo a smooth tellurium-zinc exchange reaction with diethylzinc. The in situ generated mixed diorganozinc reagents reacted with carbonyl compounds to give secondary or tertiary alcohols in good to excellent yields.

Propargylierung von Carbonylverbindungen durch Umpolung von Propargylpalladium-komplexen mit Diethylzink

Keywords: Homopropargylalkohole; Kohlenstoff-Kohlenstoff-Verknuepfungen; Propargylpalladium; Umpolung

Indium-mediated Coupling of Aldehydes with Prop-2-ynyl Bromides in Aqueous Media

Indium-mediated coupling of aldehydes 1 with prop-2-ynyl bromides 2 occurs regioselectively to give either homoprop-2-ynyl alcohols 4 or allenylic alcohols 3 depending on the γ-substituent of the prop-2-ynyl bromide.