16876-20-3

Upstream product

• 30615-54-4 triphenylmethyl bromide 
• 106-95-6 allyl bromide 
• 76-83-5 trityl chloride 
• 762-72-1 allyl-trimethyl-silane 
• 34324-92-0 triphenylmethylmagnesium chloride 
• 107-05-1 3-chloroprop-1-ene 
• 119-61-9 benzophenone 
• 100-58-3 phenylmagnesium bromide 
• 596-43-0 bromo-triphenyl-methane 
• 24850-33-7 allyltributylstanane 
• 981-18-0 triphenyl(phenylazo)methane 
• 76-84-6 triphenylmethyl alcohol 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 596-31-6 methoxytriphenylmethane 

Downstream Products

• 90461-31-7 1,1,1-triphenylpropanal 
• 16876-21-4 4-bromo-1,1,1-triphenyl-but-2t-ene 
• 121136-48-9 trans-1,1,1-triphenyl-2-butene 
• 121136-54-7 (Z)-2,2,3-triphenyl-3-hexenedioic acid 
• 16778-07-7 4,4,4-Triphenyl-1-butanol 
• 121136-50-3 trans-5,5,5-triphenyl-3-pentenoic acid 
• 33885-02-8 5,5,5-triphenylpentanenitrile 
• 43044-69-5 1,1,1-triphenylbutane 
• 1357107-77-7 4,4,4-triphenylbutan-1-amine 
• 1357108-41-8 4,4,4-triphenylbutyl methanesulfonate 
• 1357108-32-7 (S)-2-amino-5,5,5-triphenylpentanoic acid 
• 1357108-34-9 (R)-2-amino-5,5,5-triphenylpentanoic acid 
• 1357107-76-6 2-amino-5,5,5-triphenylpentanoic acid 
• 1357108-31-6 1,1',1''-(4-azidobutane-1,1,1-triyl)tribenzene 

Relevant academic research and scientific papers

Facile Direct Coupling Reactions of MOM-protected Benzylic Alcohols Using Aluminum Chloride

MOM group is one of the most commonly used protecting groups for alcohols. This study describes novel direct functionalization of the MOM-protected benzylic alcohols. Preparation of allylic compounds from benzyl MOM ethers was successfully achieved by utilization of allyltrimethylsilane and AlCl3. In addition, direct azidation of benzyl MOM ethers using TMSN3 was successful carried out under AlCl3-mediated reaction conditions. These results demonstrate that this novel synthetic procedure is a promising approach to direct functionalization of MOM-protected alcohols including allylation and azidation.

Rhenium complex-catalyzed carbon-carbon formation of alcohols and organosilicon compounds

The coupling reactions of allylic and benzylic alcohols and allyltrimethylsilane are efficiently catalyzed by a rhenium complex to give the corresponding 1,5-dienes and alkenes in moderate to good yields. Similarly, alcohols were coupled with ketene silyl acetals to form the corresponding esters.

Carbenium ion formation by fragmentation of electrochemically generated oxonium ions

Fragmentation of electrochemically generated oxonium ions can be exploited to form carbenium ions at a low oxidation potential in the presence of a nucleophile. The application of this concept is demonstrated for the allylation of carbenium ions generated by the anodic oxidation of stannylmethylethers.

Direct allylation of benzyl alcohols, diarylmethanols, and triarylmethanols mediated by XtalFluor-E

We report the direct allylation of benzyl alcohols, diarylmethanols and triarylmethanols mediated by XtalFluor-E using allyltrimethylsilane. The resulting allylated products are obtained in moderate to high yield.

Nickel-catalyzed allylic alkylation with diarylmethane pronucleophiles: Reaction development and mechanistic insights

Palladium-catalyzed allylic substitution reactions are among the most efficient methods to construct C-C bonds between sp3-hybridized carbon atoms. In contrast, much less work has been done with nickel catalysts, perhaps because of the different mechanisms of the allylic substitution reactions. Palladium catalysts generally undergo substitution by a "soft"-nucleophile pathway, wherein the nucleophile attacks the allyl group externally. Nickel catalysts are usually paired with "hard" nucleophiles, which attack the metal before C-C bond formation. Introduced herein is a rare nickel-based catalyst which promotes substitution with diarylmethane pronucleophiles by the soft-nucleophile pathway. Preliminary studies on the asymmetric allylic alkylation are promising. Just a softy: Contrary to what would be predicted, organosodium nucleophiles derived from diarylmethane pronucleophiles are shown to behave as soft nucleophiles in nickel-catalyzed allylic substitution reactions. This general reaction is demonstrated to proceed through a double inversion pathway. A promising asymmetric version is presented.

Direct Dehydroxylative Coupling Reaction of Alcohols with Organosilanes through Si-X Bond Activation by Halogen Bonding

The combined use of a halogen bond (XB) donor with trimethylsilyl halide was found to be an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the corresponding adduct in moderate to excellent yields. Detailed control experiments and mechanistic studies revealed that the XB interaction was crucial for the reaction. The application of this coupling reaction is also described.

Copper-Catalyzed Cross-Coupling Reaction of Allyl Boron Ester with 1°/2°/3°-Halogenated Alkanes

The cross-coupling reaction of allyl boron ester with 1°/2°/3°-halogenated alkanes in the presence of copper has been developed for the first time, which provides a mild and efficient method for the construction of saturated C(sp3)-C(sp3) bonds. This protocol shows excellent compatibility with the nonactivated primary, secondary, and even tertiary halogenated alkanes under mild conditions.

Iron-catalyzed π-activated C-O ether bond cleavage with C-C and C-H bond formation

A novel and efficient allylic alkylation reaction between π-activated ethers and allylsilane was realized under mild conditions through iron(III)-catalyzed C sp 3-O ether bond cleavage. The present protocol provides an attractive approach for the construction of sp3-sp3 C-C bonds and can be potentially applied for the selective reduction of benzyl and allyl ethers to their corresponding hydrocarbon compounds by using triethylsilane as a hydride-transfer reagent. A mild, economical, and environmentally friendly method for the construction of C sp 3-C sp 3 bonds through iron-catalyzed π-activated C-O ether bond cleavage is developed. In addition, this catalytic system can be used for the selective reduction of benzylic and allylic C-O ether bonds to C-H bonds. Copyright

Iron-Catalyzed π-Activated C-O Ether Bond Cleavage with C-C and C-H Bond Formation

A novel and efficient allylic alkylation reaction between π-activated ethers and allylsilane was realized under mild conditions through iron(III)-catalyzed C sp 3-O ether bond cleavage. The present protocol provides an attractive approach for the construction of sp3-sp3 C-C bonds and can be potentially applied for the selective reduction of benzyl and allyl ethers to their corresponding hydrocarbon compounds by using triethylsilane as a hydride-transfer reagent.

High-yielding and rapid carbon-carbon bond formation from alcohols: Allylation by means of TiCl4

TiCl4 efficiently promotes high yield (80-99%) replacement of OH in tertiary, benzylic, and allylic alcohols, and even nonactivated secondary alcohols, by an allyl group. The reaction usually proceeds within minutes at room temperature. Georg Thieme Verlag Stuttgart. New York.