Chemical Name: | Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester |
CAS Number: | 34907-53-4 |
Product Number: | AGN-PC-0NL6LS |
Synonyms: | |
MDL No: | |
Molecular Formula: | C11H17BO2 |
Molecular Weight: | 192.06248 |
Dimethyl mesitylboronate, also known as DMMB, is a versatile reagent in organic synthesis due to its unique boron functionality. This compound is commonly utilized as a boron reagent for the functionalization of organic molecules, specifically in the formation of carbon-carbon and carbon-heteroatom bonds.One of the key applications of Dimethyl mesitylboronate is its role in the Suzuki-Miyaura cross-coupling reaction, a widely employed method for the synthesis of biaryls. In this reaction, DMMB serves as the boron component, reacting with an aryl halide in the presence of a palladium catalyst to form the desired biaryl product. This transformation is crucial in the pharmaceutical industry, where biaryl motifs are prevalent in many bioactive compounds.Additionally, Dimethyl mesitylboronate is employed in the allylation of aldehydes and ketones via the allylboration reaction. This process involves the addition of an allyl group to the carbonyl functionality, leading to the formation of homoallylic alcohols with high regio- and stereoselectivity. Such allylation reactions are essential in the construction of complex organic molecules found in natural product synthesis and medicinal chemistry.Overall, Dimethyl mesitylboronate plays a pivotal role in modern organic synthesis, enabling chemists to access diverse chemical structures efficiently and selectively. Its versatility and compatibility with a variety of functional groups make it a valuable tool for the construction of complex molecules with synthetic efficiency and precision.