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Enantioselective Synthesis of Heterocylces via Intramolecular and Desymmetrizations Reacions Using Arenediazonium Salts

Grant number: 18/00271-8
Support Opportunities:Scholarships in Brazil - Post-Doctoral
Effective date (Start): May 01, 2018
Effective date (End): January 31, 2019
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Carlos Roque Duarte Correia
Grantee:Rafaela Costa Carmona
Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
Associated research grant:14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes, AP.TEM

Abstract

The asymmetric catalysis is considered a challenge for the synthetic community with high relevance in organic chemistry. In recent years, associated with the use of chiral N,N ligands, the employment of arenediazonium salts has entered to the group of substrates which participates in enantioselective catalytic reactions through the Heck-Matsuda reaction. Despite its great advance, this transformation is still limited to the formation of asymmetric centers through intermolecular reactions. In this context, this project intends to develop new enantioselective methodologies using arenediazonium salts, aiming the formation of carbon and heteroatomic stereogenic centers by intramolecular process. In addition, the developed methodologies can also be applied in the stereoselective synthesis of functionalized synthetic building blocks.

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Scientific publications
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
CARMONA, RAFAELA C.; KOSTER, OTTO D.; DUARTE CORREIA, CARLOS ROQUE. Chiral N,NLigands Enabling Palladium-Catalyzed Enantioselective Intramolecular Heck-Matsuda Carbonylation Reactions by Sequential Migratory and CO Insertions. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 57, n. 37, p. 12067-12070, . (14/25770-6, 18/00271-8, 13/07600-3, 13/10183-5)
DUARTE CHORRO, TOMAZ HENRIQUE; SCARPA DE SOUZA, EDSON LEONARDO; KOSTER, OTTO DAOLIO; POLO, ELLEN CHRISTINE; CARMONA, RAFAELA COSTA; MENEZES DA SILVA, VITOR HUGO; BATISTA JUNIOR, JOAO MARCOS; DUARTE CORREIA, CARLOS ROQUE. In Tandem Enantioselective Intramolecular Heck-Matsuda Reactions directly from Anilines. ADVANCED SYNTHESIS & CATALYSIS, v. 365, n. 2, p. 13-pg., . (13/07600-3, 18/16916-8, 19/25657-9, 19/22319-5, 14/25770-6, 18/00271-8, 17/18207-1, 18/02945-6)

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