Synthesis of Dihydrocoumarins-C-Aryl Glucosides as Potential SGLT2 Inhibitors Using Asymmetric Photoredox Catalysis

• Grant number: 17/06836-4
• Support Opportunities: Scholarships abroad - Research Internship - Post-doctor
• Start date: August 01, 2017
• End date: January 31, 2018
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Ronaldo Aloise Pilli
• Grantee: Francisco Fávaro de Assis
• Supervisor: Eric Meggers
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Institution abroad: Philipps-Universität Marburg, Germany
• Associated to the scholarship: 16/08569-0 - Synthesis of glibenclamide new derivatives in order to obtain potential antihyperglycemic drugs, BP.PD

Abstract

This project is about the synthesis of novel di-hydrocoumarin-C-aryl glucosides as potential anti-hyperglycemic agents for the treatment of type 2 diabetes. Such compounds can be synthesized by means of a asymmetric photochemical beta-arylation of Michael acceptors, using chiral Lewis acids. If this methodology does not provide the desired compounds, a secondary approach is the use of the well-stablished asymmetric beta-alkylation of Michael acceptors, already reported by Meggers group.

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)

HUANG, XIAOQIANG. Visible-Light-Activated Catalytic Enantioselective beta-Alkylation of alpha, beta-Unsaturated 2-Acyl Imidazoles Using Hantzsch Esters as Radical Reservoirs. Journal of Organic Chemistry, v. 83, n. 18, p. 10922-10932, SEP 21 2018. (17/06836-4, 13/07607-8)

PILLI, RONALDO A.; DE ASSIS, FRANCISCO F.. Organic Synthesis: New Vistas in the Brazilian Landscape. Anais da Academia Brasileira de Ciências, v. 90, n. 1, 1, p. 895-941, 2018. (13/07607-8, 16/12541-4, 16/08569-0, 17/06836-4)