78808-49-8

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 146085-77-0 2-trimethylsilyl-2,3-butadienal 
• 100-58-3 phenylmagnesium bromide 
• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 100-52-7 benzaldehyde 
• 78199-88-9 3-iodo-1-propynyl(trimethyl)silane 
• 143798-87-2 3-trimethylsilylprop-2-ynyldiisobutyltelluronium bromide 
• 148186-94-1 {3-(trimethylsilyl)-2-propynyl}tributylstibonium bromide 
• 123871-70-5 C₁₂H₂₂AlBrSi₂ 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 

Downstream Products

• 5732-13-8 (R)-1-phenyl-2,3-butanedien-1-ol 
• 192068-95-4 Diazo-acetic acid 1-phenyl-2-trimethylsilanyl-buta-2,3-dienyl ester 
• 104516-09-8 1-phenylbuta-2,3-dien-1-ol 

Relevant academic research and scientific papers

SILANES IN ORGANIC SYNTHESIS. 11. REGIOCONTROLLED SYNTHESIS OF α-HYDROXYMETHYLATED (TRIMETHYLSILYL)ALLENES

The organometallic produced by reaction of trimethylsilylpropargyl bromide with aluminium amalgam in anhydrous tetrahydrofuran condenses readily with aldehydes and ketones to give allenic alcohols resulting from coupling α to the trimethylsilyl substituen

Preparation of organoaluminum reagents from propargylic bromides and aluminum activated by PbCl2and their regio- And diastereoselective addition to carbonyl derivatives

Various propargylic and allenic aluminum reagents have been easily prepared by a direct insertion of aluminum into propargylic bromides in the presence of PbCl2 (1 mol%). These organoaluminum reagents react with carbonyl compounds to afford the

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.

Studies into asymmetric catalysis of the Nozaki-Hiyama allenylation

(Chemical Equation Presented) From aldehydes to allenic alcohols: Studies into the asymmetric catalysis of the Nozaki-Hiyama allenylation are described. Ligand 1a is effective for the enantioselective allenylations of various aldehydes, with the generatio

Nonracemic α-allenyl carbinols from asymmetric propargylation with the 10-trimethylsilyl-9-borabicyclo[3.3.2]decanes

(Chemical Equation Presented) The asymmetric propargylboration of aldehydes at -78°C in 98% ee). The reagents 1 are easily prepared in both enantiomeric forms with a simple Grignard procedure and air-stable borinate complexes 2. The ozonolysis of 6 proceeds smoothly through an acylsilane intermediate to give a TMS ester, which is hydrolyzed to the α-hydroxy acid quantitatively with water.

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.

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.

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.

Highly efficient synthesis of propargyl- and allenyltitanium reagents from propargyl halides or propargyl alcohol derivatives. Practical synthesis of allenyl and homopropargyl alcohols

Reaction of Ti(O-i-Pr)4/2 i-PrMgBr, synthetic equivalent of practical Ti(II) reagent, with propargyl halides or propargyl alcohol derivatives affords allenyl titanium compounds in excellent yields, thus providing an efficient and practical meth

Stereoselective Synthesis of Steroids and Related Compounds, IV. Addition of Cerium Reagents Derived from (Trimethylsilyl)propargyl Bromide to Aldehydes

The addition of (trimethylsilyl)propargylmagnesium bromide (9) to aldehydes afforded predominantly the allenylic alcohols rac-10.The regioselectivity of this addition changes dramatically when organocerium reagents were used for the addition.In this case