H-Bond catalysis for the synthesis of chiral molecules

• Grant number: 13/09680-4
• Support Opportunities: Regular Research Grants
• Start date: October 01, 2013
• End date: September 30, 2015
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Igor Dias Jurberg
• Grantee: Igor Dias Jurberg
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil

Abstract

We aim at designing new organic catalysts capable of performing hydrogen bonding activation (such as thiourea derivatives, and others). The use of such catalysts for the construction of enantioenriched alkynes and beta-aminoacids via the 1,4-addition of isoxazolones to Michael acceptors/ nucleophilic addition to alkylidene isoxazolones; the synthesis of fluorinated and trifluoromethylated alkynes; and the synthesis of allenes will be investigated. The use of the trifluoromethylation strategy will be explored to access a potent drug employed against the HIV virus, Efavirenz. (AU)

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)

LIMA, CAROLINA G. S.; LIMA, THIAGO DE M.; DUARTE, MARCELO; JURBERG, IGOR D.; PAIXAO, MARCIO W.. Organic Synthesis Enabled by Light-Irradiation of EDA Complexes: Theoretical Background and Synthetic Applications. ACS CATALYSIS, v. 6, n. 3, p. 1389-1407, MAR 2016. (13/09680-4, 15/17141-1, 14/50249-8)

CAPRETI, NAYLIL M. R.; JURBERG, IGOR D.. Michael Addition of Soft Carbon Nucleophiles to Alkylidene Isoxazol-5-ones: A Divergent Entry to beta-Branched Carbonyl Compounds. ORGANIC LETTERS, v. 17, n. 10, p. 2490-2493, MAY 15 2015. (13/09680-4, 14/15718-7)