Exploration of Enantioselective Transformations of Diazoketones and Sulfoxonium Ylides

• Grant number: 19/05002-8
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• Start date: August 01, 2019
• End date: September 30, 2021
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Antonio Carlos Bender Burtoloso
• Grantee: David Philip Day
• Host Institution: Instituto de Química de São Carlos (IQSC). Universidade de São Paulo (USP). São Carlos , SP, Brazil

Abstract

The research proposed provides a unified catalytic strategy using chiral Brønsted acids to access carbon-oxygen, carbon-nitrogen, carbon-sulfur and carbon-halogen bonds from either diazoketones or sulfoxonium ylides as starting materials.

Scientific publications

(6)

(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)

DAY, DAVID P.; VARGAS, JORGE A. M.; BURTOLOSO, ANTONIO C. B.. Synthetic Routes Towards the Synthesis of Geminal alpha-Difunctionalized Ketones. CHEMICAL RECORD, FEB 2021. (20/07147-0, 19/05002-8)

DAY, DAVID P.; VARGAS, JORGE A. M.; BURTOLOSO, ANTONIO C. B.. Synthetic Routes Towards the Synthesis of Geminal alpha-Difunctionalized Ketones. CHEMICAL RECORD, v. 21, n. 10, SI, p. 2837-2854, OCT 2021. (20/07147-0, 19/05002-8)

GALLO, RAFAEL D. C.; MOMO, PATRICIA B.; DAY, DAVID P.; BURTOLOSO, ANTONIO C. B.. Catalytic Friedel-Crafts Alkylation of Electron Rich Aromatic Derivatives with alpha-Aryl Diazoacetates Mediated by Bronsted Acids. ORGANIC LETTERS, v. 22, n. 6, p. 2339-2343, MAR 20 2020. (09/54040-8, 13/50228-8, 15/22003-7, 19/05002-8)

MORA VARGAS, JORGE ANDRES; DAY, DAVID P.; BURTOLOSO, ANTONIO C. B.. Substituted Naphthols: Preparations, Applications, and Reactions. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. 2021, n. 5, NOV 2020. (19/05002-8)

ECHEMENDIA, RADELL; DE JESUS, MATHEUS P.; FURNIEL, LUCAS G.; DAY, DAVID PHILIP; BURTOLOSO, ANTONIO C. B.. Molecular Iodine Mediated Oxidation of Arylated alpha-Carbonyl Sulfoxonium Ylides to 1,2-Dicarbonyl-Containing Compounds. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. 2022, n. 26, p. 7-pg., 2022-07-14. (18/17800-3, 19/12300-5, 20/07143-5, 20/07147-0, 19/05002-8)

DAY, DAVID PHILIP; MORA VARGAS, JORGE ANDRES; BENDER BURTOLOSO, ANTONIO CARLOS. Direct Synthesis of alpha-Fluoro-alpha-Triazol-1-yl Ketones from Sulfoxonium Ylides: A One-Pot Approach. Journal of Organic Chemistry, v. 86, n. 17, p. 12427-12435, SEP 3 2021. (20/07147-0, 19/05002-8)