62381-18-4

Upstream product

• 7397-43-5 tri-(tert-butyl)borate 
• 201230-82-2 carbon monoxide 
• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 621-36-3 m-methylphenylacetic acid 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 28987-79-3 m-tolylmagnesium bromide 
• 540-88-5 acetic acid tert-butyl ester 
• 591-17-3 meta-bromotoluene 
• 53088-69-0 methyl 3-methylphenylacetate 
• 1907-33-1 lithium tert-butoxide 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 1350707-61-7 tert-butyl (1S,2R)-2-chloro-2-formyl-1-m-tolylcyclopropanecarboxylate 

Relevant academic research and scientific papers

Erratum: Oxazaborolidinium Ion-Catalyzed Cyclopropanation of α-Substituted Acroleins: Enantioselective Synthesis of Cyclopropanes Bearing Two Chiral Quaternary Centers (J. Am. Chem. Soc. (2011) 133:51 (20708?20711) DOI: 10.1021/ja209270e)

Pages 20709 and 20710. In the published version of the paper, the trans:cis ratios of 2w and 2x were reversed. The revised results were confirmed by NOE experiments and comparison of the optical rotation data with reported values after transformation. The

Cu(I)/chiral bisoxazoline-catalyzed enantioselective sommelet-hauser rearrangement of sulfonium ylides

Catalytic asymmetric thia-Sommelet-Hauser rearrangement of sulfonium ylides remains a great challenge due to its multistep reaction mechanism involving metal carbene formation, proton transfer, and [2,3]-sigmatropic rearrangement. In particular, the key problem of such reactions is the differentiation of the enantiotopic lone pair electrons of sulfur, which generates the sulfonium ylide intermediate bearing chirality on the sulfur atom. With a modified chiral bisoxazoline ligand, we developed a Cu(I)- catalyzed asymmetric thia-Sommelet-Hauser rearrangement with good to excellent enantioselectivities. Mechanistic studies provide insights into the details of the reaction mechanism.

Three-Component Synthesis of Isoquinoline Derivatives by a Relay Catalysis with a Single Rhodium(III) Catalyst

A rhodium(III)-catalyzed one-pot three-component reaction of N-methoxybenzamide, α-diazoester, and alkyne was developed, providing an alternative way to synthesize isoquinoline derivatives. Mechanistically, it is a relay catalysis, and the reaction occurred via successive O-alkylation and C-H activation processes, both of which were promoted by the same catalyst.

Oxazaborolidinium ion-catalyzed cyclopropanation of α-substituted acroleins: Enantioselective synthesis of cyclopropanes bearing two chiral quaternary centers

A catalytic synthetic route to highly functionalized chiral cyclopropane derivatives was developed by Michael-initiated cyclopropanation of α-substituted acroleins with aryl- and alkyl diazoacetates. In the presence of chiral (S)-oxazaborolidinium cation

Iron-catalyzed chemoselective cross-coupling of α-bromocarboxylic acid derivatives with aryl grignard reagents

We have developed a simple and effective synthetic method of α-arylcarboxylic acid derivatives based on the iron-catalyzed cross-coupling reaction of α-bromocarboxylic acid derivatives with aryl Grignard reagents. The reaction proceeds smoothly at -78 °C in a chemoselective manner to produce the coupling product in good to excellent yields.

Identification of potent and novel small-Molecule inhibitors of caspase-3

The design and synthesis of a series of novel, reversible, small molecule inhibitors of caspase-3 are described.

SYNTHESIS OF ESTERS BY RHODIUM(I) CATALYZED BORATE ESTER-BENZYLIC BROMIDE CARBONYLATION REACTIONS

Benzylic halides react with trialkylborates and carbon monoxide, in the presence of 1,5-hexadienerhodium chloride dimer, to give esters in excellent yields.The reaction is applicable to the synthesis of primary, secondary and even tertiary esters.