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Synthesis of substituted cyclopentanes and long chain polyols from abundant chemical platforms derived from biomass

Abstract

The expansion of products that can be obtained through the transformation of vegetal biomass has been a great challenge, especially in the case of complex molecules with high added value. In this case, it is important to develop new methodologies or synthetic transformations that can supply new compounds from raw materials that are easily obtained from the biomass in abundant form (levulinic acid and its esters, gamma-valerolactone and angelica lactones). Thus, the present project aims at the use of biomass building blocks for the total synthesis of organic molecules with high added value, including cyclopentanes and substituted cyclopentadienes as well as long chain polyols. (AU)

Articles published in other media outlets (14 total):
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Pequenas Empresas & Grandes Negócios online: Pesquisadores brasileiros criam técnica para produção mais sustentável de plásticos (06/Feb/2020)
Usinagem Brasil: USP desenvolve técnica para tornar produção de plásticos mais sustentável (16/Feb/2020)
Revista Nova Família: Técnica permite tornar produção de plásticos mais sustentável (15/Feb/2020)
Tecnologia, Sustentabilidade e Verdades Ocultas: Técnica criada na USP torna produção de plásticos mais sustentável (13/Feb/2020)
Press From Brasil (EUA): Técnica permite tornar produção de plásticos mais sustentável (13/Feb/2020)
Indústria Têxtil e do Vestuário - Textile Industry: Técnica criada na USP torna produção de plásticos mais sustentável (08/Feb/2020)
Inovação Tecnológica: Técnica criada na USP torna produção de plásticos mais sustentável (06/Feb/2020)
TN Petróleo online: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)
Planeta Universitário: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)
Investe São Paulo: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)
Planet Earth Water Air Green Brazil: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)
Oykosmiguel: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)
W Rádio Brasil: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)
Brasil CT&I: Técnica permite tornar produção de plásticos mais sustentável (06/Feb/2020)

Scientific publications (12)
(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)
FURNIEL, LUCAS G.; BURTOLOSO, ANTONIO C. B. Copper-catalyzed N-H insertion reactions from sulfoxonium ylides. Tetrahedron, v. 76, n. 51, SI DEC 18 2020. Web of Science Citations: 1.
DIAS, RAFAEL MAFRA P.; DE OLIVEIRA, GABRIELA P.; BURTOLOSO, ANTONIO C. B. One-pot synthesis of beta-O-4 lignin modelsviathe insertion of stable 2-diazo-1,3-dicarbonyls into O-H bonds. ORGANIC & BIOMOLECULAR CHEMISTRY, v. 18, n. 25, p. 4815-4823, JUL 7 2020. Web of Science Citations: 0.
CAIUBY, CLARICE A. D.; DE JESUS, MATHEUS P.; BURTOLOSO, ANTONIO C. B. alpha-Imino Iridium Carbenes from Imidoyl Sulfoxonium Ylides: Application in the One-Step Synthesis of Indoles. Journal of Organic Chemistry, v. 85, n. 11, p. 7433-7445, JUN 5 2020. Web of Science Citations: 0.
MOMO, PATRICIA B.; LEVEILLE, ALEXANDRIA N.; FARRAR, ELLIOT H. E.; GRAYSON, MATTHEW N.; MATTSON, ANITA E.; BURTOLOSO, ANTONIO C. B. Enantioselective S-H Insertion Reactions of alpha-Carbonyl Sulfoxonium Ylides. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 59, n. 36 MAY 2020. Web of Science Citations: 1.
SANTOS, CAMILA S.; SOARES, CAIO C. S. P.; VIEIRA, ADRIANO S.; BURTOLOSO, ANTONIO C. B. Synthesis of long-chain polyols from the Claisen condensation of gamma-valerolactone. GREEN CHEMISTRY, v. 21, n. 23, p. 6441-6450, DEC 7 2019. Web of Science Citations: 0.
AHMAD, ANEES; BURTOLOSO, ANTONIO C. B. Total Synthesis of (+/-)-Brussonol and (+/-)-Komaroviquinone via a Regioselective Cross-Electrophile Coupling of Aryl Bromides and Epoxides. ORGANIC LETTERS, v. 21, n. 15, p. 6079-6083, AUG 2 2019. Web of Science Citations: 1.
GALLO, RAFAEL D. C.; CAMPOVILLA, JR., ORLANDO C.; AHMAD, ANEES; BURTOLOSO, ANTONIO C. B. Synthesis of Oxazinanones: Intramolecular Cyclization of Amino Acid-Derived Diazoketones via Silica-Supported HClO4 Catalysis. FRONTIERS IN CHEMISTRY, v. 7, FEB 8 2019. Web of Science Citations: 1.
SANTIAGO, JOAO VICTOR; BURTOLOSO, ANTONIO C. B. Synthesis of Fused Bicyclic [1,2,3]-Triazoles from gamma-Amino Diazoketones. ACS OMEGA, v. 4, n. 1, p. 159-168, JAN 2019. Web of Science Citations: 0.
SANTOS, CAMILA S.; BURTOLOSO, ANTONIO C. B. Direct Synthesis of Highly Substituted Cyclopentadienes and Derivatives from the Self-Condensation of Renewable Ethyl Levulinate. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. 2018, n. 45, p. 6350-6354, DEC 6 2018. Web of Science Citations: 1.
TALERO, ALEXANDER GARAY; MARTINS, BRUNA SIMOES; BURTOLOSO, ANTONIO C. B. Coupling of Sulfoxonium Ylides with Arynes: A Direct Synthesis of Pro-Chiral Aryl Ketosulfoxonium Ylides and Its Application in the Preparation of alpha-Aryl Ketones. ORGANIC LETTERS, v. 20, n. 22, p. 7206-7211, NOV 16 2018. Web of Science Citations: 9.
AMARANTE, GIOVANNI W. Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones. Journal of Organic Chemistry, v. 83, n. 18, p. 11399-11406, SEP 21 2018. Web of Science Citations: 1.
GALLO, RAFAEL DOUGLAS C.; BURTOLOSO, ANTONIO C. B. Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds. GREEN CHEMISTRY, v. 20, n. 19, p. 4547-4556, SEP 7 2018. Web of Science Citations: 3.

Please report errors in scientific publications list by writing to: cdi@fapesp.br.