Late-Stage Construction of Stapled Peptides through Fujiwara-Moritani Reaction between Tryptophan and Olefines

2021 ◽  
Author(s):  
Jiang Liu ◽  
Peng Wang ◽  
Wei Zeng ◽  
Qi Lu ◽  
Qing Zhu
Keyword(s):  
Late Stage ◽  
Stapled Peptides ◽  
Peptide Modification ◽  
Palladium Catalyzed

Herein, the first example of palladium-catalyzed Fujiwara-Moritani reaction for olefination of tryptophan (Trp) residue, free from directing groups was presented. The developed reaction performs efficiently for peptide modification, ligation and...

Sequential C-Selective Difluoromethylation/Pd-Catalyzed Decarboxylative Protonation: An Efficient Access to Tertiary Difluoromethylated Scaffolds

2019 ◽  
Author(s):  
Nicolas Duchemin ◽  
Roberto Buccafusca ◽  
Marc Daumas ◽  
Vincent Ferey ◽  
Stellios Arseniyadis
Keyword(s):  
Drug Development ◽  
Late Stage ◽  
Efficient Access ◽  
Palladium Catalyzed ◽  
General Method

We report here a general method that allows a highly straightforward access to tertiary difluoromethylated compounds. The strategy relies on a two-step sequence featuring a C-selective electrophilic difluoromethylation and an unprecedented palladium-catalyzed decarboxylative protonation. Considering the generality of the method and the attractive properties offered by the difluoromethyl group, this approach provides a valuable tool for late-stage functionalization and drug development.<br>

Late-Stage Diversification through Manganese-Catalyzed C−H Activation: Access to Acyclic, Hybrid, and Stapled Peptides

2019 ◽  
Vol 131 (11) ◽  
pp. 3514-3518 ◽  
Author(s):  
Nikolaos Kaplaneris ◽  
Torben Rogge ◽  
Rongxin Yin ◽  
Hui Wang ◽  
Giedre Sirvinskaite ◽  
...  
Keyword(s):  
Late Stage ◽  
Stapled Peptides

Late‐Stage Peptide Diversification through Cobalt‐Catalyzed C−H Activation: Sequential Multicatalysis for Stapled Peptides

2019 ◽  
Vol 58 (6) ◽  
pp. 1684-1688 ◽  
Author(s):  
Mélanie M. Lorion ◽  
Nikolaos Kaplaneris ◽  
Jongwoo Son ◽  
Rositha Kuniyil ◽  
Lutz Ackermann
Keyword(s):  
Late Stage ◽  
Stapled Peptides

scholarly journals Palladium-Catalyzed Late-Stage Direct Arene Cyanation

Chem ◽  
2019 ◽  
Vol 5 (1) ◽  
pp. 97-107 ◽  
Author(s):  
Da Zhao ◽  
Peng Xu ◽  
Tobias Ritter
Keyword(s):  
Late Stage ◽  
Palladium Catalyzed

Stapled Peptides by Late-Stage C(sp3 )−H Activation

2016 ◽  
Vol 56 (1) ◽  
pp. 314-318 ◽  
Author(s):  
Anaïs F. M. Noisier ◽  
Jesús García ◽  
Ioana A. Ionuţ ◽  
Fernando Albericio
Keyword(s):  
Late Stage ◽  
Stapled Peptides

Palladium-catalyzed enol/enolate directed oxidative annulation: functionalized naphthofuroquinone synthesis and bioactivity evaluation

2019 ◽  
Vol 55 (98) ◽  
pp. 14729-14732 ◽  
Author(s):  
Shuaipeng Lv ◽  
Haitao Liu ◽  
Jie Kang ◽  
Yun Luo ◽  
Ting Gong ◽  
...  
Keyword(s):  
Late Stage ◽  
Lead Compound ◽  
Heterocycle Synthesis ◽  
Palladium Catalyzed ◽  
Catalytic Processes

Diverse naphthoquinone-containing heterocycle synthesis has been developed via enol/enolate-directed palladium catalytic processes together with late-stage functionalization and lead compound development.

scholarly journals Fully Substituted Pyrazoles Assisted Palladium-Catalyzed Late-Stage Arylation of C(sp2)—H Bond

2020 ◽  
Vol 40 (12) ◽  
pp. 4305
Author(s):  
Xiaopan Fu ◽  
Yangyang Wang ◽  
Jinyue Yang ◽  
Gaorong Wu ◽  
Chengcai Xia ◽  
...  
Keyword(s):  
Late Stage ◽  
Palladium Catalyzed ◽  
Substituted Pyrazoles

scholarly journals Synthesis and Anti-Tuberculosis Activity of Olivacine and Oxygenated Derivatives

2018 ◽  
Author(s):  
Ulrike Schmidt ◽  
Gabriele Theumer ◽  
Anne Jäger ◽  
Olga Kataeva ◽  
Baojie Wan ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Late Stage ◽  
Pyrrole Ring ◽  
Palladium Catalyzed ◽  
Tuberculosis Activity

The tetracyclic pyrido[4,3-b]carbazole olivacine and four of its oxygenated derivatives have been synthesized by a late-stage palladium-catalyzed Heck-type cyclization of the pyrrole ring as key step. In a test for inhibition of the growth of Mycobacterium tuberculosis 9-methoxyolivacine showed the most significant anti-TB activity with an MIC90 value of 1.5 &mu;M.

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