Zobrazeno 1 - 10
of 14
pro vyhledávání: '"Sean M. Maddox"'
Publikováno v:
Chemical Science. 13:763-774
Here we report a new series of hydrolytically stable chemotype heteroaromatic azoline thioethers (HATs) to achieve highly selective, rapid, and efficient covalent labeling of cysteine under physiological conditions. Although the resulting cysteine-az
Publikováno v:
Journal of the American Chemical Society. 142:2198-2203
Diarylamines and related scaffolds are among the most common chemotypes in modern drug discovery. While they can potentially possess two chiral axes, there are no studies on their enantioselective ...
Publikováno v:
Bioorganic & Medicinal Chemistry. 27:3421-3439
Compounds that react irreversibly with cysteines have reemerged as potent and selective tools for altering protein function, serving as chemical probes and even clinically approved drugs. The exquisite sensitivity of human immune cell signaling pathw
Autor:
Christopher J. Nalbandian, Sagar D. Vaidya, Sean M. Maddox, Jeffrey L. Gustafson, Andrew N. Dinh, Mirza A. Saputra
Publikováno v:
The Journal of organic chemistry. 85(21)
We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective cat
Publikováno v:
J Am Chem Soc
Diarylamines are among the most common chemotypes in modern drug discovery. While diarylamines can potentially possess two axes of chirality, there are no studies on their catalytic enantioselective synthesis as these axes typically possess lower ste
Autor:
Jeffrey L. Gustafson, Andrew N. Dinh, Sean T. Toenjes, Amy C. Jackson, Sean M. Maddox, Mirza A. Saputra, Ryan R. Noorbehesht
Publikováno v:
Synlett. 29:2155-2160
We report studies toward a small-molecule-catalytic approach to access atropisomeric diaryl ethers that proceeds through a C(sp2)–H alkylation using nitroalkanes as the alkyl source. A quaternary ammonium salt derived from quinine, containing a ste
Autor:
Jeffrey L. Gustafson, Nicholas C Rochester, Gregory A. Dawson, Arnold L. Rheingold, Sean M. Maddox, Curtis E. Moore, Arianna B Ayonon
Publikováno v:
ACS Catalysis. 8:5443-5447
We report a cinchona alkaloid catalyzed addition of thiophenol into rapidly interconverting aryl-naphthoquinones, resulting in stable biaryl atropisomers upon reductive methylation. An array of thiophenols and naphthoquinone substrates were evaluated
Autor:
Gregory A. Dawson, Sean M. Maddox, Maria A. Ortiz, Jeffrey L. Gustafson, Valeria Garcia, F. Javier Piedrafita, Sean T. Toenjes
Publikováno v:
ACS Chem Biol
Unstable atropisomerism is innate in many common scaffolds in drug discovery, commonly existing as freely rotating aryl-aryl bonds. Such compounds can access the majority of dihedral conformations around the bond axis; however, most small molecules b
Autor:
Andrew N, Dinh, Ryan R, Noorbehesht, Sean T, Toenjes, Amy C, Jackson, Mirza A, Saputra, Sean M, Maddox, Jeffrey L, Gustafson
Publikováno v:
Synlett : accounts and rapid communications in synthetic organic chemistry. 29(16)
Herein we report studies towards a small molecule catalytic approach to access atropisomeric diaryl ethers that proceeds via a C(sp(2))-H alkylation using nitroalkanes as the alkyl source. A quaternary ammonium salt derived from quinine containing a
Publikováno v:
Organic Letters. 18:5476-5479
Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phe