Alkyl sulfinates as cross-coupling partners for programmable and stereospecific installation of C(sp3) bioisosteres

Autor: Min Zhou, Jet Tsien, Ryan Dykstra, Jonathan M. E. Hughes, Byron K. Peters, Rohan R. Merchant, Osvaldo Gutierrez, Tian Qin

Publikováno v: Nature Chemistry. 15:550-559

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::41c25e5adc5e48fe671cf32ecbba01e7
https://doi.org/10.1038/s41557-023-01150-z

An intramolecular coupling approach to alkyl bioisosteres for the synthesis of multisubstituted bicycloalkyl boronates

Autor: Jonathan M E Hughes, Jet Tsien, Tian Qin, Yangyang Yang, Byron K. Peters, Rohan R Merchant

Publikováno v: Nature Chemistry. 13:950-955

Bicyclic hydrocarbons, and bicyclo[1.1.1]pentanes (BCPs) in particular, are playing an emerging role as saturated bioisosteres in pharmaceutical, agrochemical and materials chemistry. Taking advantage of strain-release strategies, prior synthetic stu

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e34e12b451a3c008bd3651795bd4c16f
https://doi.org/10.1038/s41557-021-00786-z

Strain-release 2-azaallyl anion addition/borylation of [1.1.1]propellane: synthesis and functionalization of benzylamine bicyclo[1.1.1]pentyl boronates

Autor: Patrick J. Walsh, Anthony Ciro, Rohan R Merchant, Jonathan M E Hughes, Russell A. Shelp, Youge Pu

Publikováno v: Chemical Science

We report a 3-component reaction between N-benzyl ketimines, [1.1.1]propellane, and pinacol boronates to generate benzylamine bicyclo[1.1.1]pentane (BCP) pinacol boronates. These structures are analogous to highly sought diarylmethanamine cores, whic

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1363a793bc2f5f4f986c4b56193ce9ef
https://doi.org/10.1039/d1sc01349a

Serine-Selective Bioconjugation

Autor: Antonio Ramirez, Dillon T. Flood, Gonçalo J. L. Bernardes, Martin D. Eastgate, Katarzyna Maziarz, Rohan R. Merchant, Jennifer X. Qiao, Julien C. Vantourout, Alena Istrate, Justine N. deGruyter, Michael A. Schmidt, Srinivasa Rao Adusumalli, Natalia M. Padial, Kyle W. Knouse, Philip E. Dawson, Michael J. Deery, Phil S. Baran

Publikováno v: Digibug. Repositorio Institucional de la Universidad de Granada
instname
Repositório Científico de Acesso Aberto de Portugal
Repositório Científico de Acesso Aberto de Portugal (RCAAP)
instacron:RCAAP
J Am Chem Soc
Digibug: Repositorio Institucional de la Universidad de Granada
Universidad de Granada (UGR)
Journal of the American Chemical Society

Copyright © 2020 American Chemical Society
This Communication reports the first general method for rapid, chemoselective, and modular functionalization of serine residues in native polypeptides, which uses a reagent platform based on the P(V) o

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6561530aab949f2b4e8494e0046b70dd
https://doi.org/10.1021/jacs.0c05595

Modular, stereocontrolled C β –H/C α –C activation of alkyl carboxylic acids

Autor: Phil S. Baran, Kerstin Gagaring, Ming Shang, Heather L. Osswald, Tian Qin, Shengyang Ni, Paula Fernández-Canelas, Case W. McNamara, Karla S. Feu, Julien C. Vantourout, Bruno Melillo, Nobutaka Kato, Stuart L. Schreiber, Gang Chen, Miao Chen, Liang Hu, Jin-Quan Yu, Lisa M. Barton, Rohan R. Merchant

Publikováno v: Proceedings of the National Academy of Sciences. 116:8721-8727

The union of two powerful transformations, directed C–H activation and decarboxylative cross-coupling, for the enantioselective synthesis of vicinally functionalized alkyl, carbocyclic, and heterocyclic compounds is described. Starting from simple

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::9c65efa852cfa4b516473cc02c37c701
https://doi.org/10.1073/pnas.1903048116