Dynamic Kinetic Resolution of 1-tetralols mediated by heterogeneous palladium catalists and lipase

• Grant number: 24/18592-6
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• Start date: January 01, 2025
• End date: December 31, 2025
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Fernanda Amaral de Siqueira
• Grantee: Ana Carolina Lie Nakasone
• Host Institution: Instituto de Ciências Ambientais, Químicas e Farmacêuticas (ICAQF). Universidade Federal de São Paulo (UNIFESP). Campus Diadema. Diadema , SP, Brazil

Abstract

This project aims to study the dynamic kinetic resolution methodology, known as DKR (Dynamic Kinetic Resolution) of 1-tetralols, exploring the use of different enzymes and palladium catalysts (supported on dolomite and silica ), and also the use of ionic liquids such as quaternary ammonium salts and phosphonium salts as additives to the reaction medium. We expect to obtain the corresponding products enantioselectively, in satisfactory yields and enantiomeric excesses. Therefore, we intend to study and improve the DKR methodology, which is a combination of the kinetic resolution methodology with the use of metallic catalysts, responsible for the racemization step. The importance of synthesizing asymmetric alcohols can be explained, among other factors, by the presence of this functional group in a large number of compounds with potential biological activity.This work will help us begin studies of reactions catalyzed by different lipases combined with the use of palladium catalysts supported on dolomite and silica. The reactions will be carried out with conventional heating and microwave irradiation. Once the results of initial studies with 1-tetralol are successfully obtained, we hope to be able to apply 1-tetralols substituted on the aromatic ring with electron-donating and/or electron-withdrawing groups. In this way, we hope to obtain generalized information about the methodology. Furthermore, we intend to apply the methodology to the syntheses of substances that exhibit biological activity, which is one of the objectives of our research group.