study of the influence of esters and amides derived from L-tryptophan, on the diastereoselectivity of a dearomative cyclization reaction. Chiral synthesis of complex N-heterocycles.

• Grant number: 24/19394-3
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• Start date: December 01, 2024
• End date: November 30, 2025
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Fernando Antonio Santos Coelho
• Grantee: Rafael Porreca Neves da Costa
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil

Abstract

This scientific initiation project aims to explore the influence of esters and amides derived from the amino acid L-Tryptophan on the diastereoselectivity of a dearomative cyclization reaction of polycyclic heterocyclic derivatives. Preliminary results of this reaction show that the dearomative cyclization works well, but without any control over diastereoselectivity in the cyclization step. We intend to evaluate whether the presence of bulky groups in tryptophan-derived esters and amides can favor the formation of a preferred diastereoisomer.